New learning discoveries about 69778-83-2

As the paragraph descriping shows that 69778-83-2 is playing an increasingly important role.

69778-83-2, 4-Methoxy-1H-pyrrol-2(5H)-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,69778-83-2

To a solution of phosphoryl bromide (220 molpercent, 5.58 g) in dry dichloromethane (20 mL) was added DMF (220 molpercent, 1.4 mL) dropwise over 2 minutes. The resulting reaction mixture was stirred at room temperature for 30 min and concentrated in vacuo to provide the Vilsmeyer complex as a white solid. After drying in vacuo for Ih, the white solid was suspended in dry dichloromethane (20 mL) and cooled to 0 0C. A solution of 4-methoxy-3- pyrrolin-2-one (A) (Ig, 8.84 mmol) in dichloromethane (10 mL) was added dropwise and the102USlDOCS 550694W1 EPO resulting reaction mixture was stirred at 0 0C for 30 min, then at room temperature for 20 h. The mixture was poured onto ice (75 mL), treated with aqueous NaOH 4N (50 mL), diluted with EtOAc (100 mL), and stirred for 15 min. The layers were separated, and the aqueous layer was extracted with EtOAc (3 x 60 mL). The combined organic layers were washed with brine (3 x 200 mL,), dried over Na2SO4, filtered and concentrated in vacuo to afford a crude residue that was purified using flash column chromatography over silica gel with a gradient elution of 0-20percent EtOAC/Hexanes to provide Compound B as a white solid. NMR 1H (300 MHz, CDCl3): delta (ppm) 3.95 (s, 3H); 5.90 (s, IH); 9.30 (s, IH), 9.92-10.34 (bs, IH). m/z: 205.1 [M+ 1]

As the paragraph descriping shows that 69778-83-2 is playing an increasingly important role.

Reference£º
Patent; GEMIN X BIOTECHNOLOGIES INC.; WO2006/89397; (2006); A1;,
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Downstream synthetic route of 766-36-9

As the paragraph descriping shows that 766-36-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.766-36-9,3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one,as a common compound, the synthetic route is as follows.

766-36-9, Compound A is added in a reaction vessel at a mass ratio of 1:6:3-Ethyl-4-methyl-2-pyrrolinone and n-heptane,The mixture was heated to 70¡ãC to dissolve all the solids, and the temperature was controlled at 90-100¡ãC. Compound B: phenylethyl isocyanate was slowly added dropwise with a molar ratio of Compound B to Compound A of 1.5:1, at which temperature the reaction 7 hour,In the HPLC system, the content of compound A was less than 5.0percent. The heating was stopped, and the temperature was lowered to 15¡ã C. with stirring. The second step:Methyl tert-butyl ether and n-heptane were added dropwise to the mixture, and the mixture was stirred at this temperature for 5 hours. The mixture was filtered and the filter cake was mixed with n-heptane:methyl tert-butyl ether ( The mass ratio of 1:1) was washed twice. Each time the amount of compound A was 1 times the mass, and the compound C was dried under vacuum at 45¡ãC.The yield was 90.0percent or more, and the HPLC purity of compound C was greater than 99.5percent.

As the paragraph descriping shows that 766-36-9 is playing an increasingly important role.

Reference£º
Patent; Yangzijiang Pharmaceutical Group Jiangsu Haici Biological Pharmaceutical Co., Ltd.; Guo Weijun; Wang Qinghui; Niu Mingyu; Ma Lijin; Shi Dengjian; (5 pag.)CN107382813; (2017); A;,
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Analyzing the synthesis route of 63468-63-3

The synthetic route of 63468-63-3 has been constantly updated, and we look forward to future research findings.

63468-63-3, 2,5-Dihydro-1H-pyrrole hydrochloride is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

63468-63-3, 2,5-Dihydropyrrole hydrochloride (0.75 g, 7.104 mmol) and sodium dicyanamide (0.63 g, 7.104 mmol) were dissolved in a butanol (20 mL) solution, and then stirred for 3 hours under reflux. After completion of the reaction was confirmed, sodium chloride formed by filtering the reaction mixture was removed, and the filtrate was then concentrated at a reduced pressure. The concentrate was dissolved in methanol (2 mL), and ethyl acetate (5 mL) was then added thereto, and stirred at room temperature for an hour. The formed solid was filtered and the filtrate was washed with ethyl acetate (2×20 mL). The filtrate was dried at a reduced pressure to obtain a white solid target compound (0.90 g, 93%).1H NMR (600 MHz, CD3OD) delta 5.89 (m, 2H), 4.16 (m, 4H); LC-MS m/z 137.2 [M+1]+

The synthetic route of 63468-63-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HANALL BIOPHARMA CO., LTD.; MIN, Chang Hee; KIM, Yong Eun; OH, Byung Kyu; LEE, Ji Sun; HEO, Hye Jin; OH, Ju Hoon; CHO, Woong; WO2014/123364; (2014); A1;,
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Analyzing the synthesis route of 134272-64-3

134272-64-3, The synthetic route of 134272-64-3 has been constantly updated, and we look forward to future research findings.

134272-64-3, N-(2-Aminoethyl)maleimide Hydrochloride is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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 ) 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/H2O). 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)+.

134272-64-3, The synthetic route of 134272-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNOGEN, INC.; YODER, Nicholas, C.; BAI, Chen; MILLER, Michael, Louis; (179 pag.)WO2017/4025; (2017); A1;,
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Downstream synthetic route of 25021-08-3

25021-08-3, As the paragraph descriping shows that 25021-08-3 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25021-08-3,2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid,as a common compound, the synthetic route is as follows.

To a mixture of Example 2.160.3 (557.5 mg), 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1- yl)acetic acid (272 mg) and O-(7-azabenzotriazol-1-yl)-N,N,N?,N?-tetramethyluronium hexafluorophosphate (667 mg) in N, N-dimethylformamide (1.75 mL) at 0 C was added N,N- diisopropylethylamine (0.459 mL). The resulting mixture was stirred at 0 C for 1 hour. The reaction mixture was mixed with saturated aqueous NH4Cl mixture, extracted with ethyl acetate and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated. The residue was purified by silica gel column chromatography, eluting with petroleum ether/ ethyl acetate (2/1), to provide the title compound. MS (LC-MS) m/e 795.3 (M+Na) +.

25021-08-3, As the paragraph descriping shows that 25021-08-3 is playing an increasingly important role.

Reference£º
Patent; ABBVIE INC.; BENATUIL, Lorenzo; BRUNCKO, Milan; JUDD, Andrew, S.; LI, Yingchun; MCCLUSKEY, Andrew; PHILLIPS, Andrew, C.; PHILLIPS, Darren, C.; SEAGAL, Jane; SOUERS, Andrew, J.; (808 pag.)WO2017/214462; (2017); A2;,
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Downstream synthetic route of 69778-83-2

As the paragraph descriping shows that 69778-83-2 is playing an increasingly important role.

69778-83-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69778-83-2,4-Methoxy-1H-pyrrol-2(5H)-one,as a common compound, the synthetic route is as follows.

The 4-chloro-3-methoxy-2-E-butenoic acid, methyl ester thus obtained (84.42 g) was stirred with 210 ml of 28% aqueous ammonia solution under a reflux condenser at 80 C. for 2 hours. The mixture was then cooled to room temperature and extracted with methylene chloride. The extract was dried over sodium sulfate, filtered and solvent removed from the filtrate under reduced pressure. The residue was triturated with diethyl ether, giving 40, 6 g of 4-methoxy-3-pyrrolin-2-one, m.p. 132 C.

As the paragraph descriping shows that 69778-83-2 is playing an increasingly important role.

Reference£º
Patent; Researche Syntex France, S.A.; US4997846; (1991); A;,
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Simple exploration of 69778-83-2

69778-83-2 4-Methoxy-1H-pyrrol-2(5H)-one 574769, apyrrolines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69778-83-2,4-Methoxy-1H-pyrrol-2(5H)-one,as a common compound, the synthetic route is as follows.

69778-83-2, To a mixture OF DIETHYLFORMAMIDE (3 eq, 5.8 mL) and chloroform (5 mL) at 0 ¡ãC was added dropwise a solution of phosphorus oxybromide (2.5 eq, 12.6 g) in chloroform (15 mL). The resulting suspension was stirred at 0 ¡ãC for 30 min, and the solvent was removed by rotary evaporation to obtain the Vilsmeier complex as a white solid. After drying in vacuo for 20 min, the solid was treated with chloroform (10 mL) and cooled to 0 ¡ãC. A solution of 4-methoxy-3-pyrrolin-2-one (A, 2 g, 17.7 mmol) in chloroform (20 mL) was added dropwise and the mixture was warmed to room temperature, then heated at 60 ¡ãC for 5h. The mixture was poured onto ice (75 mL), and the pH of the aqueous solution was adjusted to pH 7-8 by treatment with NAOH 2N. EtOAc (40 mL) was added to the resulting precipitate and the mixture was filtered over Celiez to remove the black solid containing phosphorus salts. The two layers were separated and the aqueous layer was extracted with EtOAc (3 x 100 mL). The organic layers were combined, washed with brine (3 x 200 mL), dried over NA2S04, filtered and the solvent was removed by rotary evaporation to furnish the crude enamine intermediate B’. The residue was filtered over a pad of silica gel (50 mL) using a 10percent EtOAC/Hexanes as eluent to obtain the enamine as an oil, which upon drying in vacuo lead to a beige solid. Yield: 3.20 g, 70percent. M/Z: 260.1 [M+1] RMN IH (300 MHz, CDC13) : J (PPM) 1.24-1. 37 (m, 6H); 3.31-3. 46 (q, 2H); 3.76 (s, 3H), 4.03-4. 18 (q, 2H); 5. 58 (s, 3H) ; 6.98 (s, 3H).

69778-83-2 4-Methoxy-1H-pyrrol-2(5H)-one 574769, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; GEMIN X BIOTECHNOLOGIES INC.; WO2004/106328; (2004); A1;,
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Downstream synthetic route of 134272-64-3

As the paragraph descriping shows that 134272-64-3 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.134272-64-3,N-(2-Aminoethyl)maleimide Hydrochloride,as a common compound, the synthetic route is as follows.

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

As the paragraph descriping shows that 134272-64-3 is playing an increasingly important role.

Reference£º
Patent; IMMUNOGEN, INC.; KOVTUN, Yelena; TAVARES, Daniel; RUI, Lingyun; CHITTENDEN, Thomas; (386 pag.)WO2017/4026; (2017); A1;,
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Brief introduction of 2973-17-3

The synthetic route of 2973-17-3 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2973-17-3,1-Allyl-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

General procedure: (All the reactions were performed on 50mg scale of aldehyde.) A reaction mixture containing K2CO3 (80mol%), NHC precatalyst A (15mol%), maleimide 2 (1.5 equiv) and aldehyde 1 (1.0 equiv) in THF (2mL) under argon atmosphere was stirred at 50C for 30min to 2h. When the reaction was complete, the crude reaction mixture was allowed to attain room temperature, followed by filtration of the reaction mixture through a bed of celite. The residue was washed with ethyl acetate (5mL x 3) and the combined filtrate was evaporated under reduced pressure. The crude reaction mixture was purified by column chromatography on silica gel using solvent gradient of petroleum ether:ethyl acetate to furnish the desired products 4-13, 15-21 in 10-90% yield., 2973-17-3

The synthetic route of 2973-17-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ahire, Milind M.; Mhaske, Santosh B.; Tetrahedron; vol. 74; 16; (2018); p. 2079 – 2084;,
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Some tips on 6913-92-4

6913-92-4 1-Benzyl-3-pyrroline 561506, apyrrolines compound, is more and more widely used in various fields.

6913-92-4,6913-92-4, 1-Benzyl-3-pyrroline is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Cyanonitrone 13 (550 mg, 3.44 mmol) and N-benzyl-3-pyrroline2 (1.3 mL, 6.83 mmol) were dissolved in toluene (4 mL) and themediumwas stirred for 2 h at 80 C under micro-waves irradiation.The solvent was removed under reduced pressure before purificationby silica gel column chromatography (eluent: EtOAc/toluene 1/10). This allowed the separation of a minor more mobileregioisomer (60 mg, 6%) from the main racemic cycloadduct expected(¡À)-17 (500 mg, 45%). Compound (¡À)-17: Yellowish oil.Rf 0.4 (1:4 EtOAc/toluene). 1H NMR (500 MHz, 80 C, toluene-d8)d 7.4e7.0 (m, 10H, HeAr), 4.28 (ddd, 1H, J 3.4 Hz, J 6.0 Hz,J 7.5 Hz, H-4), 4.15 (d, 1H, J 13.4 Hz, H-8), 3.80 (d, 1H, J 13.4 Hz,H-8), 3.29 (d, 1H, J 13.1 Hz, H-9), 3.23 (d, 1H, J 13.1 Hz, H-9), 3.07(d, 1H, J 3.6 Hz, H-6), 2.79 (ddd, 1H, J 4.0 Hz, J 7.8 Hz,J 11.6 Hz, H-3), 2.48 (dd, 1H, J 3.1 Hz, J 10.1 Hz, H-50), 2.22 (br s,1H, H-5), 2.17 (br m, 1H, H-20), 2.09 (br m, 1H, H-2). 1D NOE experimentswith selective irradiations (H-3, H-4, or H-6), showedsignals enhancements as follows: H-3 irradiation: enhancements ofH-2: 2.5%, H-2?: 1.9%, H-4: 2%, H-6: 1.1%; irradiation of H-4: enhancementsof H-3: 2.1%, H-5: 1.9%, H-5?: 1.4%; irradiation of H-6:enhancements of H-2: 2%, H-2?: 1.8%. 13C NMR (126 MHz, 80 C,toluene-d8): d 139.8 (Caear), 137.2 (Ca?-ar), 130.2, 129.5, 129.4,129.3, 128.6, 128.1 (10C-ar), 116.9 (C-7), 81.9 (C-4), 60.0 (C-9), 59.9(C-6), 59.8, 59.7 (C-5, C-8), 57.5 (C-2), 53.6 (C-3). HRMS-ESI, positivemode: m/z calcd for C20H22N3O [MH]: 320.1757; found:320.1767.Compound (¡À)-18: yellow clear oil. Rf 0.6 (1/4 EtOAc/toluene).1H NMR (500 MHz, toluene-d8) d 7.5e7.0 (m, 10H, HeAr), 4.40 (dd,1H, J 4.7 Hz, J 7.7 Hz, H-4), 3.71 (d, 1H, J 8.1 Hz, H-6), 3.39 (s,2H, H-9), 3.20 (d, 1H, J 17.2 Hz, H-7), 3.01 (d, 1H, J 10.8 Hz, H-50),2.77 (d, 1H, J 17.2 Hz, H-7), 2.71 (d, 1H, J 9.7 Hz, H-20), 2.64 (app.q, 1H, J 7.3 Hz, H-3), 1.73 (m, 2H, H-2, H-5). 13C NMR (126 MHz,toluene-d8) d 140.02 (Caear), 138.41 (Ca?-ar), 129.84,129.35, 129.35,129.31, 128.93, 128.02 (10C-ar), 115.00 (C-8), 82.19 (C-4), 76.02 (C-6), 59.54 (C-9), 59.28 (C-5), 58.04 (C-3), 56.60 (C-2), 42.16 (C-7). 2DNMR (HMBC) showed correlations between H-6 and aromaticcarbons, as well as correlations between methylene H-7 and C-8 inthe nitrile group. 1D NOE experiments with selective irradiations(H-3, H-4, or H-6), showed signals enhancements as follows: H-3irradiation: enhancements of H-2: 4.6%, H-4: 4.2%, H-6: 1.1%, HeAr:3.5%; irradiation of H-4: enhancements of H-3: 3.8%, H-5: 4.1%, H-5?: 1.2%; irradiation of H-6: enhancements of H-2?: 2.9%, H-5?: 0.3%,HeAr: 5.4%. HRMS-ESI, positive mode: m/z calcd for C20H22N3O[MH]: 320.1757; found: 320.1750.

6913-92-4 1-Benzyl-3-pyrroline 561506, apyrrolines compound, is more and more widely used in various fields.

Reference£º
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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