Heterocyclic Building Blocks-Pyrrolines

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.

A mixture of tert-butyl (2-aminoethyl)carbamate (11.2 mL) and saturated NaHC03 (120 mL) was stirred vigorously at 0 C, to which compound 38 (10.0 g, 64.4 mmol) was added in portions. After stirring at 0 C for 30 min the reaction was warmed to r.t. and stirred for 1.0 h. The solid was then collected by vacuum filtration and then dissolved in ethyl acetate and washed with brine, dried over anhydrous Na2S04, filtered and concentrated to give a white foam (13.6 g, 87% yield)., 55750-48-6

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

Reference£º
Patent; HANGZHOU DAC BIOTECH CO, LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; GAI, Shun; YE, Hangbo; YANG, Chengyu; GUO, Huihui; ZHOU, Xiaomai; XIE, Hongsheng; TONG, Qianqian; CAO, Minjun; ZHAO, Linyao; JIA, Junxiang; LI, Wenjun; ZUO, Xiaotao; LIN, Chen; XU, Yifang; GUO, Zixiang; (274 pag.)WO2017/46658; (2017); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

31970-04-4, Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution OF BENZYL-2, 5-DIHYDRO-LH-PYRROLE-L-CARBOXYLATE (10. OG, 49. 3MMOL) in THF (200mL) was treated with osmium tetroxide solution (2.5percent in TERT-BUTANOL, 5ML) and N-METHYLMORPHOLINE (6.90g, 59. 0MMOL) and the reaction mixture stirred at rt under argon for 72h. Aqueous sodium thiosulfate solution (10percent, 200mL) was added and the mixture stirred for a further lh and then concentrated in vacuo. The resulting aqueous layer was extracted with ethyl acetate (3 x 200mL) and the combined organic layers washed with aqueous sodium thiosulfate solution (10percent, 300mL) and hydrochloric acid (LN, 300mL). The organic fraction was dried (MgS04) and concentrated in vacuo to give the title compound as an off-white solid. ON (CDCl3): 2. 67 (2H, br s), 3.38-3. 45 (2H, m), 3.63-3. 67 (2H, m), 4.22-4. 26 (2H, M), 5.12 (2H, s), 7.30-7. 38 (5H, m); m/z (ES+) = 238 [M+ H] +., 31970-04-4

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

Reference£º
Patent; OSI PHARMACEUTICALS, INC.; WO2004/104001; (2004); A2;,
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

Reference Example 144; 5-Methoxy-3,4-dihydro-2H-pyrrole and triethylamine were added to ethyl 3-oxo-3-(2, 4,5-trifluorophenyl)propanoate, for stirring at 60¡ãC for 4 days, to obtain ethyl 3-oxo-2-pyrrolidin-2-ylidene-3-(2,4,5-trifluorophenyl)propanoate., 5264-35-7

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

Reference£º
Patent; Astellas Pharma Inc.; EP1650192; (2006); 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,55750-48-6

[3921] 186 mg (555 f.tmol) of 3-{2-[2-(2-aminoethoxyl)ethoxy ]ethoxy }propanoic acid trifluoroacetate were dissolvedin 2.6 ml of saturated sodiumhydrogencarbonate solutionand admixed at oo C. with 86 mg (555 f.tmol) ofN-methoxycarbonylmaleimide. The reaction mixture wasstirred at oo C. for 40 min and at RT for 1 h, then cooled againto oo C., adjusted to pH 3 with sulphuric acid and extracted 3xwith 25 ml of ethyl acetate. The combined organic phaseswere dried over magnesium sulphate and concentrated. 126mg (75% of theory) of the title compound were obtained.[3922] LC-MS (Method 1): R,=0.53 min; m/z=302(M+Ht.

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

Reference£º
Patent; SEATTLE GENETICS, INC.; LERCHEN, Hans-Georg; LINDEN, Lars; SHEIKH, Sherif El; WILLUDA, Joerg; KOPITZ, Charlotte C.; SCHUHMACHER, Joachim; GREVEN, Simone; MAHLERT, Christoph; STELTE-LUDWIG, Beatrix; GOLFIER, Sven; BEIER, Rudolf; HEISLER, Iring; HARRENGA, Axel; THIERAUCH, Karl-Heinz; BRUDER, Sandra; PETRUL, Heike; JOeRISSEN, Hannah; BORKOWSKI, Sandra; US2015/246136; (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.5264-35-7,5-Methoxy-3,4-dihydro-2H-pyrrole,as a common compound, the synthetic route is as follows.

A mixture of chelate 8 (0.32 g, 1 mmol) and butyrolactim 2a (n = 1) (0.39 g, 4 mmol) was refluxed in toluene (7 mL) for 20 h. The solvent was evaporated, the residue was three times crystallized from ethanol to obtain chelate 10a (0.16 g, 42percent) with m.p. 235?236 C (decomp.)., 5264-35-7

5264-35-7 5-Methoxy-3,4-dihydro-2H-pyrrole 353443, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Article; Ruban; Potapova; Baranin; Dorokhov; Russian Chemical Bulletin; vol. 63; 10; (2014); p. 2260 – 2263; Izv. Akad. Nauk, Ser. Khim.; vol. 63; 10; (2014); p. 2260 – 2263,4;,
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.

To a solution of benzyl 2,5-dihydro-lH-pyrrole-l-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. 1H 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), 5.11 (s, 2 H), 7.33 (m, 5 H). LCMS (m/z): 220.0 [M+H]+; Rt = 0.69 min., 31970-04-4

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

Reference£º
Patent; NOVARTIS AG; BARSANTI, Paul A.; HU, Cheng; PFISTER, Keith B.; SENDZIK, Martin; SUTTON, James; WO2011/26904; (2011); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

31970-04-4, Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of N-carbobenzoxy-3-pyrroline (1.00 g, 4.92 mmol, 1.0 eq) in acetone (20 mL) was added NMO (1.0 g, 7.38 mmol, 1.5 eq) followed by OsO4 (cat. 10 mg in 1 mL iPrOH). The mixture was stirred for 3 h. To this, saturated NaHSO3 aqueous solution (5 mL) was added, and the mixture was stirred for another 0.5 h. The organic phase was separated from the mixture, and the water phase was extracted with EtOAc (20 mL¡Á3). The combined organic phases were dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuo and the residue was purified by a silica gel column chromatography (EtOAc) to give the compound as colorless oil (1.16 g, 100percent).

31970-04-4, As the paragraph descriping shows that 31970-04-4 is playing an increasingly important role.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Jiancun; Zhang, Yingjun; Zhang, Weihong; Liu, Bing; Zhang, Jiquan; Liu, Jinlei; Zhang, Lu; US2014/228361; (2014); 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.

1-ethyl-3-(3?-dimethylaminopropyl)carbodiimide (94 mg, 0.79 mmol, 1 eq) was added to a solution of crude 137 (558 mg, 0.49 mmol, 1 eq) and Mal-(PEG)8-acid (292 mg, 0.49 mmol,1 eq) in chloroform (12 mL). The reaction was degassed three times with Argon and stirred for 2 hours and the presence of starting material was no longer observed by LC/MS. The reaction was diluted with dichloromethane and washed sequentially with water and brine. The organic phase was dried over magnesium sulphate filtered and excess dichloromethane removed by rotary evaporation under reduced pressure. The resultingresidue was subjected to flash column chromatography (Biotage Isolera 50g Ultra; 98/2 to90/10 v/v DOM/methanol in 10 CV). Pure fractions were collected and combined and excess eluent was removed by rotary evaporation under reduced pressure to give 138 (485 mg, 58%). LC/MS, 3 mm method, 1.58 mm (ES+) rn/z (relative intensity) 1709.30 ([M+H], 100). 1H NMR (400 MHz, DMSO-d6) 69.88 (s, 1H), 8.13 (d, J 7.0 Hz, 1H), 8.06-7.92(m, 1 H), 7.85 (d, J = 8.6 Hz, 1 H), 7.68 – 7.04 (m, 9H), 6.99 (s, 2H), 6.89 (d, J = 15.0 Hz,2H), 6.52 (s, 1 H), 5.66 (d, J = 9.4 Hz, 1 H), 5.47 (d, J = 8.0 Hz, 1 H), 5.26 – 4.75 (m, 6H),4.49 – 4.31 (m, 1 H), 4.20 (t, J = 7.6 Hz, 1 H), 3.80 (d, J = 11.9 Hz, 6H), 3.59 (t, J = 7.2 Hz,4H), 3.55 – 3.41 (m, 32H), 3.41 – 3.30 (m, 11 H), 3.21 – 3.09 (m, 3H), 2.48 – 2.28 (m, 4H),2.18-1.08 (m, 24H), 0.84 (dd, J= 15.0, 6.7 Hz, 5H).

1334177-86-4, The synthetic route of 1334177-86-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MEDIMMUNE LIMITED; HOWARD, Philip Wilson; GREGSON, Stephen John; (207 pag.)WO2018/192944; (2018); 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

N-(Methoxycarbonyl)maleimide (315 mg, 2.03 mmol, 1 eq) was added to a solution of Boc- L-lysine (500 mg, 2.03 mmol, 1 eq) in 10 mL of saturated aqueous NaHCO3 at 0 0C. The mixture was stirred vigorously at 0 0C for 40 minutes and at room temperature for an additional hour. After cooling to 0 0C, the solution was acidified to pH 3.0 with concentrated H2S O4 before extracting with ethyl acetate. The organic layers were combined and dried over anhydrous MgSO4. After removing the solvent in vacuo, the residue was purified by column chromatography on silica gel using a mixture of CHCl3-MeOH (5:1, v/v) to provide the product (458 mg, 69%): 1H NMR delta 1.39-1.87 (6 H, m, (CH2)3), 1-44 (9H, s, Boc), 3.52 (2H, t, J – 7.2 Hz, NCH2), 4.25-4.30 (IH, m, CH), 5.15 (IH, d, NH), 6.70 (2H, s, maleimide)., 55750-48-6

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

Reference£º
Patent; ENZON PHARMACEUTICALS, INC.; WO2008/34124; (2008); A2;,
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

55750-48-6, To a cooled (0 C) solution of 5-aminopentan-1-ol (100 mg, 0.97 tmol) in saturated aqueous NaHCO3 (16 mL) was added N-methoxycarbonylmaleimide (150 mg, 0.64 tmol). The mixture was stirred for 1.5 h and extracted with DCM (2 x 20 mL). Thecombined organic layers were dried (Na2SO4) and concentrated. The product 47 was obtained as a colorless oil (137 mg, 0.75 mmol, 75%). ?H NIVIR (400 MHz, CDC13) (ppm) 6.69 (s, 2H), 3.70-3.67 (m, 1H), 3.67-3.60 (m, 2H), 3.53 (t, J 7.1 Hz, 2H), 1.68- 1.54 (m, 4H), 1.42-1.31 (m, 2H).

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 fields.

Reference£º
Patent; SYNAFFIX B.V.; VERKADE, Jorge Merijn Mathieu; WIJDEVEN, Maria Antonia; VAN DE SANDE, Petrus Josephus Jacobus Maria; VAN BERKEL, Sander Sebastiaan; VAN DELFT, Floris Louis; (150 pag.)WO2016/53107; (2016); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem