Category: pyrrolines

1122-10-7, 3,4-Dibromo-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of maleimide (2.0 g, 20.6 minol) in CHCI3 (20 mL) was added a solution of Br2(1.1 mL, 21.33 minol) in CHCI3 (15 mL). The mixture was heated to reflux for 2 h and thencooled to rt. The precipitate formed was collected by Buchner filtration (Whatman number5 paper) and washed with cold CHCI3 (2 x 50 mL) to afford the crude dibromo-maleimide asa pale yellow powder that was used without further purification. Crude dibromo-maleimidewas dissolved in anhydrous THF (50 mL) and cooled to 0 C. A solution of anhydrous NEt3(2.9 mL) in anhydrous THF (10 mL) was then added over 5 mins and the resulting pale pinksuspension stirred at 0 C for 2 h. Without warming, the suspension was filtered and thefiltrate concentrated in vacuo to afford the title compound 24 (2.30 g, 63%) as a light yellow solid. 1H NMR (400 MHz, CDCI3) oe 6.89 (1H, s, 5-H), 7.68 (1H, br s, 2-H); 13C NMR (100 MHz, CDCI3) oe 132.2, 132.8, 164.8, 167.8. The 1H and 13C NMR data obtained was in agreement with that reported from literature.20

1122-10-7, 1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; SAMMUT, Ivan Andrew; HARRISON, Joanne Clare; HEWITT, Russell James; READ, Morgayn Iona; STANLEY, Nathan John; WOODS, Laura Molly; KUEH, Jui Thiang Brian; JAY-SMITH, Morgan; SMITH, Robin Andrew James; GILES, Gregory; LARSEN, Lesley; RENNISON, David; BRIMBLE, Margaret Anne; LARSEN, David Samuel; (209 pag.)WO2017/95237; (2017); A1;,
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25021-08-3, 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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, The synthetic route of 25021-08-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AbbVie Inc.; Benatuil, Lorenzo; Bruncko, Milan; Chao, Debra; Izeradjene, Kamel; Judd, Andrew S.; Phillips, Andrew C.; Souers, Andrew J.; Thakur, Archana; (556 pag.)US2017/355769; (2017); A1;,
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151038-94-7, 6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide 2,2,2-trifluoroacetate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Acetoxycisplatin(4-acetylphenyl)carbamate (215 mg, 0.400 mmol, 1 .0 equiv) was dissolved in DMF (0.05M, 8 mL) and treated with 6-(2,5-dioxo-2,5-dihydro-1 H- pyrrol-1 -yl)hexanehydrazide TFA salt (163 mg, 0.480 mmol, 1 .2 equiv) at room temprature. The reaction mixture was stirred at room temperature overnight. Dichloromethane was added to the reaction mixture and the suspension was filtered to provide a yellow solid (230mg, 77% yield, 90.9% pure). The residue obtained was triturated with MeCN to provide compound 18 as a yellow solid (144 mg, 48% yield, 97.3% pure). 1H NMR (500 MHz, DMF-d7) delta 10.28 (s, 0.4H), 10.15 (s, 0.6H), 9.74 (brs, 1 H), 7.79-7.72 (m, 2H), 7.61 -7.54 (m, 2H), 7.22-6.81 (m, 6H), 7.02 (s, 2H), 3.50-3.44 (m, 2H), 2.74-2.70 (m, 1 .2H), 2.40-2.35 ( m, 0.8H), 2.33 (s, 2H), 2.29 (s, 1 H), 1 .93 (s, 3H), 1 .72-1 .63 (m, 2H), 1 .62-1 .53 (m, 2H), 1 .42-1 .29 (m, 2H); HPLC-MS 97%, m/z for CziHsoC NeOyPt [(M+H)+] = 745.2., 151038-94-7

As the paragraph descriping shows that 151038-94-7 is playing an increasingly important role.

Reference£º
Patent; BLEND THERAPEUTICS, INC.; MOREAU, Benoit; BILODEAU, Mark T.; WHALEN, Kerry; MEETZE, Kristan; SINGH, Sukhjeet; WOOSTER, Richard; LEMELIN, Charles-Andre; (139 pag.)WO2015/200250; (2015); A1;,
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1334177-86-4, 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 is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1334177-86-4

(e) N-((S)- 1-(((S)- 1-((4-((S)-8-(3-(((S) -2-(Benzo[d][1, 3]dioxol-5-yI) – 7-methoxy-5-oxo-5, 1 ladihydro- 1H-pyrrolo[2, 1-c][1, 4]benzodiazepin-8-yI) oxy) propoxy)- 7-methoxy-5-oxo-5, 1 ladihydro- 1H-pyrrolo[2, 1-c][1, 4]benzodiazepin-2-yI)phenyl)amino)- 1-oxopropan-2-yI)amino)-3- methyl- 1-oxobutan-2-yl)- 1-(3-(2, 5-dioxo-2, 5-dihydro- 1H-pyrrol- 1-yl)propanamido)- 3,6,9, 12,15, 18,21, 24-octaoxaheptacosan-2 7-amide (33)The imine 32 (92 mg, 0.1 mmol, 1.1 equiv.) was dissolved in CHCI3 (6 mL) with one drop of anhydrous MeOH to aid dissolution. Maleimide-PEG8-acid (53 mg, 0.09 mmol, 1 equiv.) was added followed by EEDQ (33 mg, 0.14 mmol, 1.5 equiv.). This was left to stir vigorously at room temperature under Ar for 4 days until LC/MS analysis showed majority product formation. The solvent was removed in vacuo and the crude product was partially purified by silica gel column chromatography (CHCI3 with 1% to 10% MeOH gradient) yielding 33 (81mg). The material was purified further by preparative HPLC to give 33 as a yellow solid (26.3 mg, 18%). Fast Formic run: LC/MS (1.39 mm (ES+) mlz (relative intensity) 1485.00 ([M + H]+., 64).

1334177-86-4 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 51340955, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; VAN BERKEL, Patricius Henrikus Cornelis; HOWARD, Philip Wilson; WILLIAMS, David G; WO2015/159076; (2015); A1;,
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6913-92-4, 1-Benzyl-3-pyrroline is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6913-92-4, 6.01.28.02 Benzyl-2,5-dihydro-1H-pyrrole-1-carboxylate 43 mL benzyloxycarbonyl chloride in 135 mL dichlormethane was added to 17.6 g 1-benzyl-2,5-dihydro-1H-pyrrole in 135 mL dichlormethane at 0 C. in 60 min. The mixture was stirred 3 h at RT and washed with saturated sodium hydrogencarbonate solution. The organic layer was dried and evaporated. The residue was purified by chromatography on silica gel (hexane/ethyl acetate: 5/1) to give 19.7 g of the desired product. Rt: 16.50 min. (method AG)

As the paragraph descriping shows that 6913-92-4 is playing an increasingly important role.

Reference£º
Patent; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; WELLENZOHN, Bernd; US2013/143870; (2013); A1;,
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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.

(SPDB-Ala-Gly-Gly)2-Lys-P-Ala-ONHS (22 mg, 0.020 mmol) was dissolved in anhydrous dimethyl formamide (400 mu) to which was added DM4 (30 mg, 0.038) with magnetic stirring. After 2 min deionized water (20 mu) was added then after 15 min diisopropylethyl amine (10 mu, mmol) and H2N-(CH2)2-Mal HC1 salt (3.7 mg, 0.022 mmol) were added. After an additional 30 min, sample was injected directly onto a 19 mm x 150 mm C18 HPLC column eluting with deionized water containing 0.2% formic acid with a 5-95% linear acetonitrile gradient. Flow rate was 20 mL/min. Fractions containing pure desired product were combined and frozen then lyophilized to give 19 mg (38% yield) of product as a white solid. MS [M + Na]+ calcd.2491.0; found 2491.3., 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.; WIDDISON, Wayne, C.; CHARI, Ravi, V.J.; WO2014/194030; (2014); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1122-10-7,3,4-Dibromo-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

General procedure: Synthetic routes of the target compound, pyrene-bisindolylmaleimide (PBM), are outlinedin Scheme 1. The synthesis of PBMstarted from dibromomaleimide (1), whichwas coupledwith two equivalents of 2-methylindole-MgBr and yielded bis-2-methylindolylmaleimide(BM) [10, 11]. Followed by the hydrolysis of 2 in KOH aqueous solution, bis-2-methylindolylmaleic acid anhydride was obtained with the nitrogen atom replaced byoxygen atom [12]. Subsequent imidization of bis-2-methyindolemaleic anhydride with1-aminopyrene yielded the target compound PBM. Bis-2-methylindolylmaleic acid anhydride (50 mg, 0.14 mmol) and 1-aminopyrene(35 mg, 0.16 mmol) dissolved in 2-methoxyethanol (25 mL). Three drops of triethylaminewas added to the solution. The mixture was heated to reflux for about 24 h. The reactionprocess was monitored by TLC. After the bis-2-methylindolylmaleic acid anhydride wasdisappeared. The reactionmixture was cool to ambient temperature and poured to water (25mL). The mixture was extracted with ethyl acetate (25 mL¡Á3). The collected organic phasewas dried over MgSO4. After filtration, the solvent was evaporated in vacuum. The crudeproduct was purified by silica gel column chromatography with ethyl acetate/petroleumether (1:2) as the eluant, affording dark red solid of PBM (61 mg, yield, 78%)., 1122-10-7

As the paragraph descriping shows that 1122-10-7 is playing an increasingly important role.

Reference£º
Article; Li, Xiaochuan; Son, Young-A; Molecular Crystals and Liquid Crystals; vol. 601; 1; (2014); p. 182 – 189;,
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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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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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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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