Category: 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. 872-32-2, name is 2-Methyl-1-pyrroline, introduce a new downstream synthesis route., 872-32-2

5-methyl-3,4-dihydro-2H-pyrrole(1) (4 g, 0.05 mol) was dissolved in THF (120 ml), to which N-chlorosuccinimide (51.4 g, 0.39 mol) was slowly added at 0¡ã C. The mixture was stirred for 15 minutes, followed by reflux for 2.5 hours. THF was eliminated under reduced pressure. Extraction was performed with dichloromethane. The organic layer was washed with saturated brine, separated, dried (anhydrous MgSO4), filtered, and concentrated under reduced pressure. The obtained compound 4,4-dichloro-5-(trichloromethyl)-3,4-dihydro-2H-pyrrole(2) was used for the next reaction without purification. 4,4-dichloro-5-(trichloromethyl)-3,4-dihydro-2H-pyrrole(2) (12 g, 0.05 mol) was dissolved in methanol (100 ml), to which sodium methoxide (NaOMe) (28 wt percent methanol solution) (16 g, 0.29 mol) was slowly added at 0¡ã C., followed by reaction at room temperature for 2 hours. Extraction was performed with ethyl acetate. The organic layer was washed with saturated brine, separated, dried (MgSO4), filtered, and concentrated under reduced pressure. The residue was separated by column chromatography (SiO2, eluent: hexane/ethyl acetate, 5/1) to give 6.5 g of the target compound methyl 3-chloro-1H-pyrrole-2-carboxylate(3) as a brown solid (0.04 mmol, yield: 77percent). 1H NMR (300 MHz, CDCl3) delta 9.11 ( br s, 1H, NH), 6.87 (t, J=2.7 Hz, 1H), 6.26 (t, J=2.7 Hz, 1H), 3.90 (s, 3H).

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 872-32-2. We look forward to the emergence of more reaction modes in the future.

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Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Lee, Ge Hyeong; Lim, Hee-Jong; Cho, Heeyeong; Park, Woo Kyu; Kim, Seong Hwan; Choi, Jung Hwan; (148 pag.)US2018/105527; (2018); A1;,
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31970-04-4, 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.31970-04-4, name is Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate. A new synthetic method of this compound is introduced below.

To a solution of benzyl 2,5-dihydro-1 H-pyrrole-1-carboxylate (33 g, 163 mmol) in dichloromethane (540 ml_) was added MCPBA (77 wt.%, 44 g) and the reaction mixture was stirred at room temperature for 18 hrs. The mixture was diluted with saturated aqueous sodium carbonate solution (500 ml_) and the resulting mixture was stirred at room temperature for 1 hr. The separated organic layer washed with water and brine, dried over sodium sulfate, filtered off and concentrated under reduced pressure. The residue was purified by column chromatography [silica gel] providing benzyl 6-oxa-3- azabicyclo[3.1.0]hexane-3-carboxylate (29.5 g) as a yellow oil. H NMR (400 MHz, chloroform-d) delta [ppm]: 3.38 (dd, J = 12.8, 6.0 Hz, 2 H), 3.68 (d, J = 3.6 Hz, 2 H), 3.87 (dd, J = 13.2, 19.6, 2 H), 5.1 1 (s, 2 H), 7.33 (m, 5 H). LCMS (m/z): 220.0 [M+H]+; Rt = 0.69 min., 31970-04-4

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 Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate. We look forward to the emergence of more reaction modes in the future.

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Patent; NOVARTIS AG; BARSANTI, Paul A.; HU, Cheng; JIN, Xianming; NG, Simon C.; PFISTER, Keith B.; SENDZIK, Martin; SUTTON, James; WO2012/101063; (2012); 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.134272-64-3, name is N-(2-Aminoethyl)maleimide Hydrochloride. A new synthetic method of this compound is introduced below., 134272-64-3

To a solution of NHS ester, 7a (5 mg, 4.82 muiotaetaomicron) and l-(2-aminoethyl)-lH-pyrrole-2,5-dione hydrochloride (1.7 mg, 9.64 muiotaetaomicron) in anhydrous dichloromethane (200 mu) was added DIPEA (1.512 mu, 8.68 muiotaetaomicron) under nitrogen. The mixture was stirred at room temperature for 4 hours and then concentrated in vacuo. The resulting residue was purified by RP-HPLC (CI 8, CH3CN / H20). Fractions containing desired product were frozen and lyophilized to give maleimide, compound D7 (3.5 mg, 68% yield). LCMS = 4.61 min (15 min method). MS (m/z): 1062.8 (M + 1)+.

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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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55750-48-6, 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.55750-48-6, name is Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. An updated downstream synthesis route of 55750-48-6 as follows.

55750-48-6, 186 mg (555 mumol) of 3-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}propanoic acid trifluoroacetate were dissolved in 2.6 ml of saturated sodium hydrogencarbonate solution and admixed at 0 C. with 86 mg (555 mumol) of N-methoxycarbonylmaleimide. The reaction mixture was stirred at 0 C. for 40 min and at RT for 1 h, then cooled again to 0 C., adjusted to pH 3 with sulphuric acid and extracted 3¡Á with 25 ml of ethyl acetate. The combined organic phases were dried over magnesium sulphate and concentrated. [1548] 126 mg (75% of theory) of the title compound were obtained. [1549] LC-MS (Method 1): Rt=0.53 min; m/z=302 (M+H)+

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 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. We look forward to the emergence of more reaction modes in the future.

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Patent; Lerchen, Hans-Georg; Hammer, Stefanie; Harrenga, Axel; Kopitz, Charlotte Christine; Nising, Carl Friedrich; Sommer, Anette; Stelte-Luowig, Beatrix; Mahlert, Christoph; Schuhmacher, Joachim; Golfier, Sven; Greven, Simone; Bruder, Sandra; US2015/23989; (2015); A1;,
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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., 17057-04-4

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 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid

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Article; Anand, Preet; Singh, Baldev; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 521 – 530;,
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25021-08-3, 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.

200 mg (0.594 mmol) of tert-butyl (14-amino-3,6,9,12-tetraoxatetradec-1-yl)carbamate, 111 mg (0.713 mmol) of (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid and 410 mul (2.4 mmol) of N,N-diisopropylethylamine were dissolved in 6 ml of dimethylformamide, and 339 mg (0.892 mmol) of HATU were added. The reaction mixture was stirred at RT for 1 h and purified directly by preparative RP-HPLC (column: Reprosil 250*30; 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 130 mg (43% of theory) of tert-butyl [17-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-16-oxo-3,6,9,12-tetraoxa-15-azaheptadec-1-yl]carbamate. LC-MS (Method 1): Rt=0.71 min; MS (ESIpos): m/z=474 (M+H)+., 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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Patent; Bayer Pharma Aktiengesellschaft; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; CANCHO GRANDE, Yolanda; MARX, Leo; STELTE-LUDWIG, Beatrix; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (684 pag.)US2018/169256; (2018); 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.

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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;,
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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

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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;,
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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. 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

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Patent; Hoechst Aktiengesellschaft; US5043344; (1991); A;,
Pyrroline – Wikipedia
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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

For synthesis of intermediate 1, 398 mg (1.875 mmol) of (E)-4,4?-(diazene-1,2-diyl)dianiline and 726.8 mg (4.7 mmol, 2.5 eq) of 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid were solubilized in a mixture of anhydrousDMF/acetonitrile. We then added 1.108 g (4.7 mmol, 2.5 eq) ofHATU and 0.65 mL of anhydrous triethylamine (4.7 mmol, 2.5 eq). Themixture was agitated at room temperature for 20 h. After extraction(NaHCO3, 3¡Á ethyl acetate), the crude product was washed with acetone.The supernatant was purified by flash-column chromatography (silica)with ethyl acetate and heptane (60:40). An orange product was obtained(compound 1, 51% yield): NMR 1H (acetone-d6):delta (ppm), 9.66 (1H, s), 7.78(2H, d, J = 9.3 Hz), 7.76 (2H, d, J = 9.3 Hz), 7.71 (2H, d, J = 8.9 Hz), 7.01 (2H,s), 6.78 (2H, d, J = 8.9 Hz), and 4.41 (2H, s); NMR 13C (DMSO-d6):delta (ppm),170.64, 165.11, 152.47, 139.70, 138.55, 136.20, 134.95, 128.15, 125.90,123.50, 122.23, 118.86, 112.85, 112.52, 68.49, 55.81, 32.08, and 29.58.For synthesis of MAM-2, 200 mg (0.5725 mmol) of intermediate 1 wasmixed with 112.3 mg (1.145 mmol, 2 eq) of maleic anhydride and heatedunder microwave conditions (110 C, 90 min) in acetone. The obtainedprecipitate was filtered and resuspended in acetone and then heated 5 minat 60 C with 0.12 mL of triethylamine (0.8588 mmol, 1.5 eq). We then added0.54 mL of acetic anhydride (5.725 mmol, 10 eq) with a catalytic amount ofmanganese acetate (III), and the mixture was heated under microwaveconditions (90 min, 110 C). After addition of water and filtration, 46.1 mg ofMAM-2 was obtained (19% yield): NMR 1H (DMSO-d6):delta (ppm), 10.66 (1H, s),7.97 (2H, d, J = 8.8 Hz), 7.92 (2H, d, J = 8.8 Hz), 7.79 (2H, d, J = 8.8 Hz), 7.58(2H, d, J = 8.8 Hz), 7.23 (2H, s), 7.16 (2H, s), and 4.34 (2H, s); NMR 13C (acetone-d6):delta (ppm), 171.30, 170.38, 166.17, 152.11, 149.51, 142.76, 135.71,135.60, 135.25, 127.78, 124.83, 123.80, 120.53, and 41.46; (ESI-HMRS):(m/z,[M+H]+), 429.1073 calculated for C22H15N5O5+; found, 429.1069.

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; Harkat, Mahboubi; Peverini, Laurie; Cerdan, Adrien H.; Dunning, Kate; Beudez, Juline; Martz, Adeline; Calimet, Nicolas; Specht, Alexandre; Cecchini, Marco; Chataigneau, Thierry; Grutter, Thomas; Proceedings of the National Academy of Sciences of the United States of America; vol. 114; 19; (2017); p. E3786 – E3795;,
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