Heterocyclic Building Blocks-Pyrrolines

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

12 mg (14 mumol) of N-(3-aminopropyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-3-methoxy-1-{(2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-{[(1S,2R)-1-(1,2-oxazinan-2-ylcarbonyl)-2-phenylcyclopropyl]amino}-3-oxopropyl]pyrrolidin-1-yl}-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide (Intermediate 66) were taken up in 750 mul of dioxane and admixed with 1.5 ml of saturated sodium hydrogencarbonate solution and then with 3.2 mg (21 mumol) of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. The reaction mixture was stirred at RT for 1 h and then concentrated under reduced pressure. The remaining residue was purified by means of preparative HPLC. After lyophilization, 4.2 mg (32% of theory) of the title compound were obtained. [2044] HPLC (Method 5): Rt=1.7 min; [2045] LC-MS (Method 1): Rt=0.94 min; MS (ESIpos): m/z=950 (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; 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;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

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

N-(3-Dimethylaminopropyl)-N?-ethylcarbodiimide (28 mg, 0.146 mmol, I eq) was added to asolution of 42 (203 mg, 0.146 mmol) and maleimide-PEG8 acid (87 mg, 0.146 mmol) inchloroform (5 mL). The reaction was stirred for 1.5 h then diluted with chloroform (50 mL), washed with water (50 mL), brine (30 mL), dried over magnesium sulphate, filtered and evaporated. Flash chromatography [gradient elution 100% DCM to 90% DCM/I0% methanol] gave 43 as a pale yellow solid (205 mg, 72%). LC/MS: RT 5.75 mm; MS (ES+)m/z (relative intensity) 982.90 (100), 1963.70 (5).

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

Reference£º
Patent; SPIROGEN SARL; ADC THERAPEUTICS SARL; HOWARD, Philip Wilson; VAN BERKEL, Patricius Hendrikus Cornelis; WO2015/52533; (2015); 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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

Epoxidation of benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate To a solution of benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate (33 g, 163 mmol; 90% from Aldrich) in dichloromethane (540 mL, 0.3 M solution) was added MCPBA (44 g, 340 mmol, 77% from Aldrich). After the reaction mixture was stirred at room temperature for 18 h, 500 mL of saturated Na2CO3 aqueous solution was added and the resulting mixture was stirred at room temperature for 1 h. The organic layer was separated, washed with water and brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The desired product as a yellow oil was obtained in 83% yield (29.5 g) by flash column chromatography. 1H NMR (CDCl3, 400 MHz): delta 3.38 (2H, m), 3.68 (2H, m), 3.87 (2H, m), 5.11 (2H, s), 7.33 (5H, m). LC/MS (uplc): MH+ 220.0, 0.69 min.

31970-04-4 Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate 643471, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; ABRAMS, Tinya; BARSANTI, Paul A.; DING, Yu; DUHL, David; HAN, Wooseok; HU, Cheng; PAN, Yue; US2011/256128; (2011); 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

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

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

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

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.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

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

B) 1-(2-oxo-2-(4-(trifluoromethoxy)phenyl)ethyl)pyrrolidin-2-one A mixture of 5-methoxy-3,4-dihydro-2H-pyrrole (5.60 g) and 2-bromo-1-(4-(trifluoromethoxy)phenyl)ethanone (3.00 g) in N,N-dimethylformamide (20 mL) was stirred at 50-60¡ãC for 5 hr, water was added thereto, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate) to give the title compound (2.32 g). 1H NMR (400 MHz, CDCl3) delta 2.01-2.15 (2H, m), 2.48 (2H, t, J = 8.0 Hz), 3.50 (2H, t, J = 7.2 Hz), 4.70 (2H, s), 7.31 (2H, d, J = 8.0 Hz), 8.03 (2H, d, J = 8.8 Hz).

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

Reference£º
Patent; Takeda Pharmaceutical Company Limited; MIKAMI, Satoshi; NAKAMURA, Shinji; ASHIZAWA, Tomoko; SASAKI, Shigekazu; TANIGUCHI, Takahiko; NOMURA, Izumi; KAWASAKI, Masanori; EP2848618; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem