Category: pyrrolines

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

Reference£º
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

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.

A solution of 14.6 mM DM4 in DMA (2 mL, 29.2 mmol) was treated with 1:1 solution of saturated sodium bicarbonate to water (5%, 219 tl) followed by Sulfo-SPDB (29.7 mg, 0.073 mmol) under argon at room temperature with HPLC/MS monitoring. After 1 hour DM4 was consumed to give DM4-Sulfo-SPDB-DM4. Low Resolution MS calcd. (M1)= 1073.2; found (M-1)=1073.2.The reaction was treated with 1-(2-aminoethyl)-maleimide HC1 (12.90 mg, 0.073 mmol) under argon. After 3 hour desired product was formed. The material was purified on semi-prep HPLC C8 column using Water with 0.2% fomiic acid and 0.1% TEA and Acetonitrile. Low resolution MS, calcd. (M-1)=1098.34; found (M-1)=1098.2.

134272-64-3 N-(2-Aminoethyl)maleimide Hydrochloride 22118207, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; IMMUNOGEN, INC.; WIDDISON, Wayne, C.; WO2014/134483; (2014); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

Compound 42 (160 mg, 0.17 mmol, 1 eq.) was dissolved in a mixture of THF (5 ml) and a saturated NaHC03solution (1 ml), cooled to 0C in an ice bath and maleimide- carbamate 22 (26 mg, 0.17 mmol, 1 eq.) was added. The mixture was stirred for 30 min. Then, Na2C03(1 M in H20) (169 mu, 0.17 mmol, 1 eq.) was added and stirred for an additional 45 min. Then, H20 was added to the mixture, extracted twice with EtOAc and dried on MgS04. The solution was filtered and concentrated in vacuo followed by purification of the crude product by silica gel column chromatography (DCM/MeOH, 1:0 to 95:5 v/v) to yield compound 43 (100 mg, 0.10 mmol, 58%) as a white waxy solid.1H NMR (DMSO-d6, 400 MHz): delta = 1.31-1.45 (9H, m, CH3,Boc), 2.76-2.95 (6H, m, ArCH3, NCH3), 3.41 (3H, s, OCH3), 3.40-3.79 (21H, m, CHC1, NCH2, OCH2), 3.79-3.85(1H, m, CHC1), 4.46 (1H, t, HI), 4.63-4.70 (1H, m, H2), 5.16-5.21 (1H, m, H2), 5.30 (2H, s, OCH20), 6.99 (2H, d, HC=CH), 7.11-7.27 (4H, d, H3″), 7.32-7.43 (2H, m, H7, H8), 7.56- 7.60 (1H, m, H8′), 7.68-7.84 (2H, m, H6, H7′), 7.99 (2H, d, H2″), 8.35 (1H, br s, H4), 8.69 (1H, s, H3′), 9.47 (1H, s, H5′), 10.31 (1H, s, Ar-NHC(O)-Ar).13C NMR (DMSO-d6, 100 MHz): delta = 22.9 (Ar-CH3), 28.5, 28.6 (CH3, Boc), 34.5(NCH3), 37.2, 37.3 ((C=0)2N H2CH2), 44.7 (CI), 45.5, 46.0, 46.4, 47.5 (NCH2), 47.9 (CH2C1), 55.1 (C2), 56.3 (OCH3), 67.4, 67.4, 68.5, 69.1, 69.9, 69.9, 70.2, 70.2, 70.3,70.4 (OCH2), 79.1, 79.1 (CBoc), 94.2 (OCH20), 111.0, 111.1 (C4), 116.2 (C3″), 117.8 (C5′), 118.0 (C7), 119.5 (C3′), 121.2, 121.3 (C6), 122.8 (C9b), 123.6 (C8′), 125.1 (C7), 126.3 (C5a), 127.8 (C6′), 127.9 (CI”), 130.1 (C2″), 130.3 (C9a), 131.0 (C8), 133.5 (C9), 135.0 (HC=CH), 141.0 (C2′), 141.9 (C8a’), 142.4 (C3a), 148.5, 148.6 (Ar-OC(O)N), 154.3 (C5), 155.2, 155.5MS (ESI) m z; calculated: 1026.40 [M+H]+, found: 1026.59 [M+H]+

55750-48-6 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 580610, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; SYNTHON BIOPHARMACEUTICALS B.V.; ELGERSMA, Ronald Christiaan; HUIJBREGTS, Tijl; COUMANS, Rudy Gerardus Elisabeth; (112 pag.)WO2018/69375; (2018); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

541-59-3, Maleimide is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Maleimide (12.0 g, 123.7 mmol) was dissolved in ethyl acetate (150 mL) in a 250 mL round-bottom flask, and the solution was cooled to approximately 0 C. A solution of N-methyl morpholine, (14.1 mL, 12.8 g, 126.2 mmol) in ethyl acetate (10 mL) was added dropwise over 15 min. A solution of methyl chloroformate (9.60 mL, 11.5 g, 123.7 mmol) in ethyl acetate (50 mL) was added dropwise, and the solution was warmed to room temperature and stirring for 2 h. The solution was diluted with ethyl acetate (100 mL) and washed with saturated aqueous sodium bicarbonate solution, water, and saturated sodium chloride solution. The organic layer was separated, dried over Na2SO4, and filtered. The supernatant was concentrated under reduced pressure to yield the title compound as a solid (15.9 g, 102.5 mmol, 82.9% yield). 1H NMR (500 MHz, CDCl3): delta 6.84 (s, 2H), 3.97 (s, 3H).

The synthetic route of 541-59-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HANGZHOU DAC BIOTECH CO., LTD.; SUN, Sanxing; ZHAO, Robert Yongxin; LI, Xing; GUO, Huihui; JIA, Junxiang; XIE, Hongsheng; ZHOU, Xiaomai; HUANG, Yuanyuan; YANG, Qingliang; ZHUO, Xiaotao; YE, Hangbo; GAI, Shun; QU, Lan; LI, Wenjun; LIN, Chen; (33 pag.)US2019/125894; (2019); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

5264-35-7, 5-Methoxy-3,4-dihydro-2H-pyrrole is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of ethyl N-[3-(3-amidinophenyl)-2-(E)-propenyl]-N-[4-(piperidin-4-yloxy)-3-trifluoromethylphenyl]sulfamoylacetate dihydrochloride (800 mg) obtained in example 77(a) in ethanol (20 ml) were added successively 5-methoxy-3,4-dihydro-2H-pyrrole (370 mg), which was prepared from 2-pyrrolidinone according to the method described in Org. Prep. Proced. Int., 24, 147 (1992), and triethylamine (0.87 ml) at room temperature, and the resulting mixture was stirred at room temperature overnight.. Because of the slow progress of the reaction, 5-methoxy-3,4-dihydro-2H-pyrrole (120 mg) and triethylamine (0.26 ml) were furthermore added successively and the resulting mixture was stirred at room temperature for 4 hours.. After stirring, to the reaction mixture was added a 4N solution of hydrogen chloride in dioxane and the resulting mixture was evaporated in vacuo.. The residue obtained was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: 26 percent acetonitrile/water).. The amorphous solid obtained was dissolved in 1N hydrochloric acid, and the resulting mixture was evaporated to dryness in vacuo.. The residue obtained was dissolved in water and then lyophilized to afford the title compound (622 mg, yield: 70 percent) as a colorless amorphous solid. 1H NMR (400MHz, DMSO-d6) delta ppm: 1.22 (3H, t, J=7.0), 1.82 (2H, m), 2.00-2.15 (4H, m), 2.97 (2H, t, J=8.0), 3.53-3.64 (4H, m), 3.72 (2H, m), 4.19 (2H, q, J=7.0), 4.45 (2H, s), 4.50 (2H, d, J=6.0), 4.96 (1H, m), 6.46 (1H, dt, J=16.0, 6.0), 6.58 (1H, d, J=16.0), 7.44 (1H, d, J=10.0), 7.55 (1H, t, J=8.0), 7.67-7.75 (4H, m), 7.90 (1H, s); IR (KBr, cm-1): 1739, 1672, 1353, 1144.

The synthetic route of 5264-35-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sankyo Company, Limited; EP1375482; (2004); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.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,as a common compound, the synthetic route is as follows.

To a solution of 34 (337mg, 0.31 mmol) in dry CH2CI2 (5 mL) was added the PEG moiety (186 mg, 0.31 mmol) and EDCI.HCI (60 mg, 0.31 mmol). The mixture was stirred at room temperature under an atmosphere of argon until completion. The mixture wassubsequently diluted with CH2CI2 (50 mL) and washed with H20 (50 mL) and brine (50 mL) before removing the volatiles in vacuo. . The crude material was purified by silica gel column chromatography (CHCI3/MeOH ; 100% to 95:5) to afford pure product 35 as a light yellow foam (408.8 mg, 58% yield). Analytical Data: RT 1 .75 min; MS (ES+) m/z (relative intensity) 1643.15 {[M + H]+ , 10) 822.25 ([M + 2H]2+, 100).

As the paragraph descriping shows that 1334177-86-4 is playing an increasingly important role.

Reference£º
Patent; SPIROGEN SARL; HOWARD, Philip Wilson; WO2014/96365; (2014); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

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

To a solution of 3,3-dimethyl-1-butyne (29 mg, 0.34 mmol) in 1,2-dichloroethane (1ml) cooled at 0C was added Co2(CO)8 (118 mg, 0.34 mmol) and the mixture was stirred 15 min at 0C and 40 minutes at room temperature. A solution of 1-benzyl-3-pyrroline (50 mg, 0.31 mmol) in 1,2-dichloroethane (1 ml) and dimethylsulfoxide (72 mul, 1.01 mmol) 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: silica gel, dichloromethane, to afforded the product (11 mg, 13%) as yellow oil. 1H NMR (400 MHz, CDCl3): delta (ppm) 7.29-7.17 (m, 5H), 7.08 (d, J=3Hz, 1H), 3.59-3.47 (AB system, 2H), 3.17 (m, 1H), 3.04 (d, J=9Hz, 1H), 2.72 (m, 1H), 2.68 (d, J=9Hz, 1H), 2.35 (t, J=9Hz, 1H), 2.30 (t, J=9Hz, 1H), 1.20 (s, 9H). 13C NMR (75 MHz, CDCl3) delta (ppm) 209.28, 156.44, 154.52, 128.27, 128.19, 126.88, 58.69, 58.78, 56.15, 50.23, 42.00, 31.72, 28.33, MS (EI+) m/z: 269.17 (M+).

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

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

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 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)+.

134272-64-3 N-(2-Aminoethyl)maleimide Hydrochloride 22118207, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; IMMUNOGEN, INC.; KOVTUN, Yelena; TAVARES, Daniel; RUI, Lingyun; CHITTENDEN, Thomas; (386 pag.)WO2017/4026; (2017); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 10 (CAS Reg. No. 73259-81-1, available from Chem-Impex, 50.0 mg, 0.245 mmol) was dissolved in 2 mL saturated sodium bicarbonate solution at RT. Compound 9 (CAS Reg. No. 55750-48-6, available from Sigma-Aldridge, 38.0 mg, 0.245 mmol) was added at 5 C. It took about 10 min for the suspension to become homogeneous and the reaction vessel was left in a freezer overnight. The mixture was acidified with 10% TFA and purified by preparative chromatography to give compound 7 (25.0 mg, 0.088 mmol, 35.9% yield) as a mixture of rotamers. MS: (+) m/z, 284.9 (M+l). For the major rotamer: NMR (400 MHz, METHANOL-di) delta ppm 1.38 (s, 9 H), 3.56 – 3.66 (m, 1 H), 3.69 – 3.80 (m, 1 H), 4.80 (dd, (0142) J=10.4, 4.3 Hz, 1 H), 6.87 (s, 2 H). Preparative chromatography conditions: Column: XBridge BEH Shield RP18 OBD Prep Column, 13thetaAlpha, 5 muiotaeta, 30 mm X 150 mm, 1/pkg [186002990], flow rate: 40 mL /min, 23 min gradient: 5-50%, acetonitrile (with 0.1% TFA)/ water (with 0.1% TFA). Fractions were collected at 20% acetonitrile in water.

The synthetic route of 55750-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; CONG, Qiang; GANGWAR, Sanjeev; RANGAN, Vangipuram S.; SUNG, Mei-Chen; (36 pag.)WO2017/196598; (2017); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

872-32-2, 2-Methyl-1-pyrroline is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Acyl chloride (1.2 mmol, 1.2 equiv) was added to a solution of 4-dimethylaminopyridine (DMAP) (1.2 mmol, 1.2 equiv) in acetonitrile (1.0 mL) at 0 ¡ãC. The reaction was stirred at room temperature for 15 min. A solution of the 5-methyl-3,4-dihydro-2H-pyrrole (1.0 mmol) in acetonitrile (1.0 mL) was added and the reaction was stirred at room temperature for 3 h. p-Toluenesulfonic acid monohydrate (3.0 mmol, 3.0 equiv) was added at 0 ¡ãC under inert atmosphere. The reaction was then stirred at room temperature for 2 h. Arylhydrazine (1.5 mmol, 1.5 equiv) was added and stirred for an addition 5 min at room temperature. The reaction was then heated to 82 ¡ãC for 20 h. The reaction cools down to room temperature. The residue was then dissolved in ethyl acetate and washed with brine and a saturated aqueous solution of NaHCO3. The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give a crude solid, which was purified by column chromatography on silica gel.

The synthetic route of 872-32-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yeo, Se Jeong; Liu, Yongxiang; Wang, Xiang; Tetrahedron; vol. 68; 3; (2012); p. 813 – 818;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem