Heterocyclic Building Blocks-Pyrrolines

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. 766-36-9, name is 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one, introduce a new downstream synthesis route., 766-36-9

EXAMPLE 7 trans-6-Cyano-3,4-dihydro-2,2-dimethyl-4-(3-ethyl-4-methyl-2-oxo-3-pyrrolin-1-yl) -2H-benzo[b]pyran-3-ol 2.4 g (0.08 mol) of 80percent NaH are introduced into a solution of 14.4 g (0.072 mol) of trans-3-bromo-6-cyano-3,4-dihydro-2,2-dimethyl-2H-benzo[b]pyran -4-ol in 200 ml of DMSO. The mixture is stirred for one hour at 20¡ã C., and 3.6 g (0.12 mol) of 80percent NaH and 15 g (0.12 mol) of 3-ethyl-4-methyl-2-oxo-3-pyrroline are introduced. The reaction mixture is stirred at 40¡ã C. for three hours and then introduced into ice water, and the product is filtered off with suction, dried and chromatographed on a silica gel column using methylene chloride/methanol (95: 5). The product obtained in this way crystallizes from a little ethanol. Crystals of melting point 207¡ã-208¡ã C. C19 H22 N2 O4 (326,41) calc. C 69.92;H 6.80;N 8.58; found C 70.0;H 6.7;N 8.6;, 766-36-9

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 766-36-9. We look forward to the emergence of more reaction modes in the future.

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Patent; Hoechst Aktiengesellschaft; US5043344; (1991); A;,
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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.

1-[(N-{(2S)-2-Amino-4-[{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-pyrrol-2-yl]-2,2-dimethylpropyl}(glycoloyl)amino]butanoyl}-3-{[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl) acetyl]amino}-D-alanyl)amino]-3,6,9,12-tetraoxapentadecan-15-oic acid/trifluoroacetic acid (1:1) First, intermediate L91 was coupled with (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid in the presence of HATU and N,N-diisopropylethylamine, and the Boc protective group was then removed using 12.5% strength TFA in DCM. The resulting intermediate was coupled with intermediate C58 in the presence of HATU and N,N-diisopropylethylamine and then converted into the title compound by deprotection with zinc chloride. LC-MS (Method 1): Rt=0.84 min; MS (ESIpos): m/z=984 (M+H)., 25021-08-3

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 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid

Reference£º
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;,
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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

6913-92-4, In a Biotage Initiator 2-5 mL vial, nitrone 1 (392 mg, 1.64 mmol) and N-benzyl-3-pyrroline 2 (314 mg, 1.97 mmol, 1.2 eq) were introduced. The vial was flushed with argon and 2.5 mL of anhydrous toluene was added (c = 0.66 mM). The vial was sealed with a septum cap and was sonicated for 20 s. The resulting mixture was irradiated by microwaves (temperature: 140 C). TLC monitoring (EtOAc) showed full conversion after 2 h. After the crude mixture was concentrated, the crude product was purified by flash silica gel column chromatography (EtOAc) to afford cycloadduct 3 (625 mg, 1.57 mmol, 96%) with no traces of other isomer. Monocrystals ofcompounds 3 were obtained from a saturated Et2O solution cooledin a freezer. Rf 0.48 (EtOAc). [a]D 40.4 (c 1.1, CH2Cl2). 1H NMR(400 MHz, CDCl3) d 7.37e7.20 (m, 5H, CH-ar), 4.59 (td,1H, J 7.0 Hz,J 3.0 Hz, H-4), 3.71e3.49 (m, 3H, NCH2Ph, H-6), 3.42 (dd, 1H,J 10.3 Hz, J 6.6 Hz, H-3), 2.78 (dd, 1H, J 10.3 Hz, J 3.0 Hz, H-5), 2.75e2.69 (m, 4H, NCH3, H-2), 2.65 (dd, 1H, J 9.4 Hz, J 3.7 Hz,H-20), 2.58 (dd, 1H, J 9.9 Hz, J 6.6 Hz, H-50), 2.14e2.08 (m, 1H, H-9), 2.00 (dtt, 1H, J 12.9 Hz, J 6.5 Hz, J 3.3 Hz, H-10), 1.90e1.78(m, 2H, H-11, H-12), 1.68e1.59 (m, 1H, H-120), 1.48 (dt, 1H,J 13.5 Hz, J 6.7 Hz, H-15), 1.38 (dd, 1H, J 12.1 Hz, J 3.2 Hz, H-13), 1.18 (t, 1H, J 12.3 Hz, H-90), 0.95e0.85 (m, 10H, H-11?, H-14, H-16). 13C NMR (100 MHz, CDCl3) d 172.8 (C]O), 138.9 (C-ar), 128.6(CH-ar), 128.3 (CH-ar), 127.1 (CH-ar), 88.0 (C-8), 79.6 (C-4), 71.9 (C-6), 59.6 (NCH2Ph), 59.4 (C-5), 59.3 (C-2), 49.1 (C-3), 48.2 (C-13), 41.0(C-9), 35.0 (C-11), 29.0 (C-10), 25.9 (NCH3), 24.5 (C-15), 24.2 (CH3),22.6 (C-12), 22.4 (CH3), 18.7 (CH3). HR-ESI-QToF MS (positivemode): m/z calcd for C24H36N3O2 [MH]: 398.2802, found:398.2806.

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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Article; Cecioni, Samy; Aouadi, Kaiss; Guiard, Julie; Parrot, Sandrine; Strazielle, Nathalie; Blondel, Sandrine; Ghersi-Egea, Jean-Francois; Chapelle, Christian; Denoroy, Luc; Praly, Jean-Pierre; European Journal of Medicinal Chemistry; vol. 98; (2015); p. 237 – 249;,
Pyrroline – Wikipedia
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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;,
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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

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;,
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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;,
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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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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

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. 21724-96-9, name is 3-(4-Bromophenyl)-1H-pyrrole-2,5-dione, introduce a new downstream synthesis route., 21724-96-9

Preparation 2: (1/?,5S/1S,5/?)-1-(4-bromophenyl)-3-azabicyclo[3.1.0]hexane-2,4- dione (P2) Milled potassium hydroxide (6.29 g) was added in small portions to a stirred solution of trimethylsulfoxonium iodide (24.66 g) in anhydrous DMSO (224 mL). The resulting mixture was allowed to stir at room temperature for 1.5 h then 3-(4-bromophenyl)-1 H-pyrrole-2,5- dione (P1 , 14.12 g) dissolved in DMSO (90 mL) was then added dropwise and the resulting mixture was allowed to stir at room temperature for 20 minutes. Reaction temperature was brought to 0 ¡ãC and aqueous saturated NH4CI (150 mL) was slowly added, followed by Et2O (200 mL). After separation of the two phases, the aqueous layer was repeatedly extracted with Et2O (3 x 100 mL). Combined organic layers were washed with brine and then dried over Na2SO4. Evaporation of the solvent gave the crude title compound (9.61 g) which was used without further purification.MS (mlz): 265.1 [M-H]”., 21724-96-9

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Patent; GLAXO GROUP LIMITED; WO2007/22935; (2007); A1;,
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