Category: pyrrolines

A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.25021-08-3, name is 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid. An updated downstream synthesis route of 25021-08-3 as follows., 25021-08-3

250 mg (1.07 mmol) of tert-butyl 3-[2-(2-aminoethoxy)ethoxy]propanoate, 151 mg (0.974 mmol) of 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid, 224 mg (1.46 mmol) of 1-hydroxy-1H-benzotriazole hydrate and 224 mg (1.17 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were dissolved in 5.0 ml of dimethylformamide. The reaction mixture was stirred at RT for 1 h. Ethyl acetate was added and the mixture was extracted twice with 5% citric acid solution and with saturated sodium hydrogencarbonate solution. The organic phase was washed twice with saturated sodium chloride solution and dried over magnesium sulphate, and the solvent was evaporated off under reduced pressure. The residue was purified by preparative RP-HPLC (column: Reprosil 250*40; 10mu, flow rate: 50 ml/min, MeCN/water/0.1% TFA). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 267 mg (64% of theory) of tert-butyl 3-[2-(2-{[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]amino}ethoxy)ethoxy]propanoate. LC-MS (Method 1): Rt=0.73 min; MS (ESIpos): m/z=371 (M+H)+., 25021-08-3

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Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; MARX, Leo; JOHANNES, Sarah Anna Liesa; STELTE-LUDWIG, Beatrix; DIETZ, Lisa; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (481 pag.)US2019/77752; (2019); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular.57079-01-3, name is 11-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)undecanoic acid. A new synthetic method of this compound is introduced below., 57079-01-3

A two-neck, 500 mL flask was charged with 26.24 g (0.1 mole) pentacyclopentadecane dimethanol, 9.04 g (0.105 mole) methacrylic acid, 29.54 g (0.105 mole) maleimidoundecanoic acid, 150 mL toluene, 2.0 g methanesulfonic acid, and 60 mg hydroquinone. A magnetic stir bar was placed in the flask and a gas inlet tube, Dean-Stark trap and condenser were attached. The mix was refluxed under an air sparge for 3.5 hours and 3.7 mL water (3.6 mL theoretical yield) was collected in the trap. The mixture was cooled to room temperature and neutralized with a mix of 15 g sodium bicarbonate and 5 mL water. The mix was dried with 12 g anhydrous magnesium sulfate and then passed over 20 g of silica gel. The bulk of the toluene was removed under vacuum on a rotary evaporator. The last trace of solvent was removed using an air sparge. The final product was a viscous, clear, red liquid that had a 40 C. viscosity of 3,028 centipoise. The product weighed 55.12 g (92.8% of theoretical yield). Thermogravimetric analysis (TGA) was performed on the compound (ramp rate of 10 C. per minute in air) and the retained weight was 100.0% and 99.9% at 200 C. and 300 C., respectively. The decomposition onset was 432.8 C. An FTIR was run on this compound and significant absorptions were found at 2925, 1714, 1638, 1407, 1172, 827, and 695 wavenumbers.

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Patent; Designer Molecules, Inc.; US8039663; (2011); B2;,
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134272-64-3, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular.134272-64-3, name is N-(2-Aminoethyl)maleimide Hydrochloride. A new synthetic method of this compound is introduced below.

To a suspension of the free thiol, Dl (88 mg, 0.105 mmol) and l-((2,5-dioxopyrrolidin-l- yl)oxy)-l-oxo-4-(pyridin-2-yldisulfanyl)butane-2-sulfonic acid (sulfo-SPDB) (64.0 mg, 0.158 mmol) in anhydrous dichloromethane (2.10 mL) was added DIPEA (55.0 mu, 0.315 mmol) under nitrogen at room temperature. The mixture stirred for 16 hours and then l-(2- aminoethyl)-lH-pyrrole-2,5-dione hydrochloride (55.6 mg, 0.315 mmol), anhydrous dichloromethane (1.0 mL) and DIPEA (0.055 mL, 0.315 mmol) were added. The mixture stirred for an additional 5 hours at room temperature upon which the reaction was concentrated in vacuo. The resulting residue was purified by RP-HPLC (CI 8, CH3CN/H2O). Fractions containing desired product were frozen and lyophilized to give maleimide, D4 (20 mg, 16% yield) as a white solid. LCMS = 4.92 min (8 min method). MS (m/z): 1158.6 (M + D+., 134272-64-3

This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of N-(2-Aminoethyl)maleimide Hydrochloride. We look forward to the emergence of more reaction modes in the future.

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Patent; IMMUNOGEN, INC.; KOVTUN, Yelena; TAVARES, Daniel; RUI, Lingyun; CHITTENDEN, Thomas; (386 pag.)WO2017/4026; (2017); A1;,
Pyrroline – Wikipedia
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17057-04-4, An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.17057-04-4, name is 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid. Here is a downstream synthesis route of the compound 17057-04-4

General procedure: Equimolar quantities of maleimide (2) and nitrones (5a-k and 6a-k) were refluxed in toluene (20 ml) and ethyl alcohol (5 ml) for 8-10 h (TLC monitoring using petroleum ether and hexane 1:1) followed by cooling with addition of dry ether. The products (7a-k and 8a-k) were separated out after filtration and recrystallized from toluene and petroleum ether mixture (1:1) to yield cis-isomers (7aa-7ka and 8aa-8ka). The mother liquor on further work up provided trans-isomers which were recrystallized from ethanol and diethyl ether mixture (1:1) (7aa’-7ka’ and 8aa’-8ka’) (Fig. 3).7 These stereoisomers were characterized by their 1H NMR, IR and mass spectra in addition to their melting points and elementary analysis. These stereoisomers have identical IR spectra and elemental analysis but differ in their melting points, 1H NMR and mass spectra.

There are, however, a few established termolecular elementary reactions. The reaction of nitric oxide with oxygen appears to involve termolecular steps. you can also browse my other articles about 17057-04-4

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Article; Anand, Preet; Singh, Baldev; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 521 – 530;,
Pyrroline – Wikipedia
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25021-08-3, Rate laws may be derived directly from the chemical equations for elementary reactions. This is not the case, however, for ordinary chemical reactions.25021-08-3, name is 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid, below Introduce a new synthetic route.

Trifluoroacetic acid/L-alanyl-N5-carbamoyl-N-(4-{[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]amino}phenyl)-L-ornithinamide (1:1) The title compound was prepared from 1,4-phenylenediamine sequentially according to classical methods of peptide chemistry. In the first step, 942 mg (8.72 mmol) of 1,4-phenylenediamine were monoacylated with 0.8 g (2.9 mmol) of N2-(tert-butoxycarbonyl)-N5-carbamoyl-L-ornithine in the presence of HATU and N,N-diisopropylethylamine. In the second step, in an analogous manner, the second anilinic amino group was acylated with (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid in the presence of HATU and N,N-diisopropylethylamine. Deprotection with TFA, coupling with 2,5-dioxopyrrolidin-1-yl N-(tert-butoxycarbonyl)-L-alaninate and another deprotection with TFA then gave, in 3 further synthesis steps, the title compound, 148 mg of which were obtained by this route. LC-MS (Method 1): Rt=0.21 min; MS (ESIpos): m/z=474 (M+H)+. LC-MS (Method 4): Rt=0.2 min; MS (ESIpos): m/z=474 (M+H)+.

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Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; CANCHO GRANDE, Yolanda; WITTROCK, Sven; BERNDT, Sandra; GRITZAN, Uwe; FITTING, Jenny; STELTE-LUDWIG, Beatrix; JONES, Patrick; MAHLERT, Christoph; VOTSMEIER, Christian; SCHOeNFELD, Dorian; TRAUTWEIN, Mark; WEBER, Ernst; PAWLOWSKI, Nikolaus; GREVEN, Simone; GLUeCK, Julian Marius; HAMMER, Stefanie; DIETZ, Lisa; MAeRSCH, Stephan; (357 pag.)US2020/138970; (2020); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

25021-08-3, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular.25021-08-3, name is 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid. A new synthetic method of this compound is introduced below.

The carboxylic acid of ligand HL was activated according to a published procedure [16] . Briefly, a solution of HL (48?mg, 0.309?mmol) and DCC (64?mg, 0.309?mmol), dissolved in 1?mL of anhydrous DMF, was sonicated in an ultrasonic bath for 15?min at room temperature. The colorless solution became dark red and a white solid (dicyclohexylurea, DCU) precipitated. Then the precipitate was separated by centrifugation and the supernatant was added very slowly (dropwise for 30?min) to a suspension of (OC-6-44)-diamminedichloridohydroxido(2-hydroxyethanolato)platinum(IV), 2, (100?mg, 0.276?mmol) in 5?mL of anhydrous DMF. The reaction was carried out overnight at room temperature. The mixture was then cooled to -20?C for about 30?min and the precipitate was eliminated by filtration (PTFE filter with a porosity 0.45?mum). The solvent was evaporated by a rotary evaporator and the yellow oil obtained was dissolved in ultrapure water, in order to allow the precipitation of the remained DCU. The yellow solution was filtered (0.45?mum porosity), the water was removed under reduced pressure and the reaction product was precipitated with acetone/diethyl ether and then dried in vacuo. Yield: 83?mg (60%). 1H NMR (D2O) delta: 1.19 (t, 3H, -OCH2CH3, 3J?=?6.95?Hz), 3.43 (q, 2H, -OCH2CH3, 3J?=?6.95?Hz), 4.39 (s, 2H, -OCOCH2), 6.97 (s, 2H, -NCOCH=CH) ppm; 13C NMR (D2O) delta: 16.1 (-OCH2CH3), 40.0 (-OCOCH2), 67.7 (-OCH2CH3), 134.7 (-NCOCH=CH), 172.4 (-NCOCH=CH), 176.3 (-OCOCH2) ppm; 195Pt NMR (D2O) delta: 904?ppm (multiplet of five lines, 1JPt-N?=?197.4?Hz). ESI-MS (positive ion mode): 500?m/z [M?+?H]+, calcd for C8H16Cl2N3O5Pt [M?+?H]+ 500?m/z. Elem. Anal. found: C 19.58; H 3.24; N 8.13%.; calcd. for C8H15Cl2N3O5Pt: C 19.25; H 3.03; N 8.42%., 25021-08-3

A chemical reaction often occurs in steps, although it may not always be obvious to an observer. Thank you very much for taking the time to read this article. If you are also interested in other aspects of 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid, you can also browse my other articles.

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Article; Gabano, Elisabetta; Perin, Elena; Bonzani, Diego; Ravera, Mauro; Inorganica Chimica Acta; vol. 488; (2019); p. 195 – 200;,
Pyrroline – Wikipedia
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1122-10-7, An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.1122-10-7, name is 3,4-Dibromo-1H-pyrrole-2,5-dione. Here is a downstream synthesis route of the compound 1122-10-7

General procedure: To a stirred solution of 2,3-dibromomaleimide23 (1.0 mmol) in CH2Cl2 (20ml) Et3N (2.0mmol) and thiol (2.1mmol) were added under argon atmosphere and stirred for 3 h at room temperature. The reaction mixture was evaporated,and the crude product was purified by flash chromatography to give the desired compound., 1122-10-7

This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 3,4-Dibromo-1H-pyrrole-2,5-dione. We look forward to the emergence of more reaction modes in the future.

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Article; Csavas, Magdolna; Miskovics, Adrienn; Szcs, Zsolt; Rth, Erzsebet; Nagy, Zsolt L; Bereczki, Ilona; Herczeg, Mihaly; Batta, Gyula; Nemes-Nikodem, Eva; Ostorhazi, Eszter; Rozgonyi, Ferenc; Borbas, Aniko; Herczegh, Pal; Journal of Antibiotics; vol. 68; 9; (2015); p. 579 – 585;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.1334177-86-4, name is 1-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-oxo-7,10,13,16,19,22,25,28-octaoxa-4-azahentriacontan-31-oic acid. Here is a downstream synthesis route of the compound 1334177-86-4. 1334177-86-4

Piperidine (0.2 mL) was added to a solution of 90 (77 mg, 63.4 mumomicronIota) in DMF (1 mL). The reaction mixture was allowed to stir for 20 minutes. The reaction mixture was carefully diluted with DCM (50 mL) and washed with water (50 mL). The organic layers was washed with brine (100 mL), dried over MgSO4, filtered and evaporated under reduced pressure to provide the unprotected valine intermediate. The crude residue was immediately redissolved in chloroform (5 mL). Mal(Peg)8-acid (56 mg, 95 mumomicronIota) and EDCI (18 mg, 95 mumomicronIota) were added, followed by methanol (0.1 mL). The reaction was allowed to stir for 3 hours at room temperature at which point completion was observed by TLC and LC/MS (1 .19 min (ES+) m/z (relative intensity) 784.25 (([M + 2H] 2+)/2, 100)). The reaction mixture was diluted with chloroform (50 mL), washed with water (100 mL), dried (MgS04), filtered and evaporated in vacuo, followed by high vacuum drying, to provide the crude product. Purification by flash chromatography (gradient elution: HPLC grade 96:4 v/v CHCl3/MeOH to 90:10 v/v CHCl3/MeOH) gave 91 as a yellow solid (43 mg, 43%). 1H NMR (400 MHz, CDCI3) delta 8.73 (s, 1 H), 7.88 (dd, J = 7.6, 3.9 Hz, 2H), 7.75 (d, J = 8.6 Hz, 2H), 7.52 (d, J = 2.0 Hz, 2H), 7.44 (s, 1 H), 7.40 – 7.28 (m, 4H), 6.91 (d, J = 8.8 Hz, 2H), 6.81 (s, 2H), 6.69 (s, 2H), 6.48 (s, 1 H), 4.72 – 4.63 (m, 1 H), 4.46 – 4.34 (m, 2H), 4.25 – 4.03 (m, 6H), 3.95 (s, 4H), 3.84 (dd, J = 17.2, 10.1 Hz, 4H), 3.72 – 3.46 (m, 30H), 3.44 – 3.32 (m, 4H), 3.30 – 3.20 (m, 4H), 2.75 – 2.63 (m, 1 H), 2.59 (s, 4H), 2.55 – 2.43 (m, 3H), 2.37 (s, 3H), 2.29 (dd, J = 12.7, 6.7 Hz, 1 H), 2.03 – 1 .89 (m, 4H), 1 .72 (d, J = 22.7 Hz, 8H), 1 .46 (d, J = 7.2 Hz, 3H), 1 .01 (dd, J = 1 1 .5, 6.9 Hz, 6H). MS (ES+) m/z (relative intensity) 784.25 (([M + 2H] 2+)/2, 100)., 1334177-86-4

There are, however, a few established termolecular elementary reactions. The reaction of nitric oxide with oxygen appears to involve termolecular steps. you can also browse my other articles about 1334177-86-4

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Patent; VAN BERKEL, Patricius Hendrikus Cornelis; HOWARD, Philip Wilson; (283 pag.)WO2016/166298; (2016); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

One of the major reasons is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time, to discover the sequence of events that occur at the molecular level. 6913-92-4, name is 1-Benzyl-3-pyrroline, introduce a new downstream synthesis route., 6913-92-4

General Procedure for the synthesis of Pauson-Khand adducts. To a solution of the acetylene (1.1 eq) (of general formula III (see above)) in 1,2-dichloroethane, was added Co2(CO)8 (1.1 eq) and the mixture was stirred 2 hours at room temperature. A solution of the pyrroline (1 eq) (of general formula II (see above and different examples 0 below)) in 1,2-dichloroethane and the additive (dimethylsulfoxide or cyclohexylamine) (3.5 eq) were added and the mixture was heated at 83C for 20 hours. The reaction mixture was filtered through celite and washed with CH2Cl2. The filtrate was concentrated and the crude was purified by flash chromatography. From phenylacetylene (5.0 g, 48.3 mmol), Co2(CO)8 (16.5 g, 48.3 mmol), 1-benzyl-3-pyrroline (7.0 g, 43.9 mmol), dimethylsulfoxide (12-0 g, 153.8 mmol) and 1,2-dichloroethane (200 ml). Purification: silica gel, gradient dichloromethane to dichloromethane:methanol 1%, afforded the product (5.9 g, 46%) as yellow oil. 1H NMR (400 MHz, CDCl3): delta (ppm) 7.72 (m, 2H), 7.65 (d, J=3Hz, 1H), 7.40-7.18 (m, 8H), 3.49-3.63 (AB system, 2H), 3.36 (m, 1H), 3.19 (d, J=9Hz, 1H), 2.94 (m, 1H), 2.83 (d, J=9Hz, 1H), 2.43 (t, J=9Hz, 1H), 2.37 (t, J=9Hz, 1H). 13C NMR (75 MHz, CDCl3) delta (ppm) 208.94, 159.74, 143.79, 138.30, 131.47, 128.45, 128.38, 128.34, 128.18, 58.91, 56.79, 55.89, 50.24, 42.58. MS (El+) m/z: 289.14 (M+)., 6913-92-4

This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 6913-92-4. We look forward to the emergence of more reaction modes in the future.

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Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; EP1849770; (2007); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.1334177-86-4, name is 1-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-oxo-7,10,13,16,19,22,25,28-octaoxa-4-azahentriacontan-31-oic acid. An updated downstream synthesis route of 1334177-86-4 as follows., 1334177-86-4

EDCI hydrochloride (8 mg, 0.042 mmol) was added to a suspension of Maleimide-PEG8-acid(25 mg, 0.042 mmol) in dry CH2CI2 (4 mL) under argon atmosphere. PBD 19 (42 mg, crude)was added straight away and stirring was maintained until the reaction was complete (3hours). The reaction was diluted with CH2CI2 and the organic phase was washed with H20 and brine before being dried over MgSO4, filtered and excess solvent removed by rotary evaporation under reduced pressure by rotary evaporation under reduced pressure. The product was purified by careful silica gel chromatography (slow elution starting with 100%CHCI3 up to 9:1 CHCI3/MeOH) followed by reverse phase HPLC to remove unreacted maleimide-PEG8-acid. The product 20 was isolated in 10% over two steps (6.6 mg). LC/MS 1.16 mm (ES+) m/z (relative intensity) 770.20 ([M + 2H], 40%).

Thank you very much for taking the time to read this article. If you are also interested in other aspects of 1-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-oxo-7,10,13,16,19,22,25,28-octaoxa-4-azahentriacontan-31-oic acid, you can also browse my other articles.

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Patent; SPIROGEN SARL; ADC THERAPEUTICS SARL; HOWARD, Philip Wilson; VAN BERKEL, Patricius, Hendrikus, Cornelis; WO2015/52535; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem