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.

55750-48-6, N-Boc-ethylenediamine (2.0 g, 12.48 mmol) was dissolved in a saturated solution of NaHCO3 (50 mL) and cooled to 0 C. N-(methoxycarbonyl)maleimide (1.9 g, 12.25 mmol) was added to the stirred solution. After 10 mins the reaction mixture was diluted with water (100 mL) and stirred for 30 min at room temperature. The reaction mixture was cooled to 0 C., and the reaction mixture was filtered and washed with ice-cold water (100 mL). Drying in high vacuum afforded the title compound (2.35 g, 9.78 mmol, 78.4% yield) as a white solid. 1H NMR (500 MHz, CDCl3): delta 6.71 (s, 2H), 4.72 (s, 1H), 3.69-3.62 (m, 2H), 3.34 (d, J=5.1 Hz, 2H), 1.41 (s, 9H).

As the paragraph descriping shows that 55750-48-6 is playing an increasingly important role.

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

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

Intermediate 3c: 3, 4-CIS-DIHYDROXY-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ester To a solution of BENZYL 3-PYRROLINE-1-CARBOXYLATE (15 g, 90percent, 66.4 MMOL) IN THF (100 mL) and water (25 mL), was added osmium tetroxide (10 mL, 2.5 wt. percent solution in 2-methyl-2- propanol, 0.8 MMOL) and 4-methylmorpholine N-oxide (8.56 g, 73 MMOL) as solid. The mixture was stirred at room temperature overnight and CONCENTRATED, IN VACUO. The residue was re- dissolved in EtOAc (300 mL) and washed with aqueous NA2SO3 (1.5 G in 100 mL water) solution, aqueous NAHCO3 solution and brine. The combined aqueous layer was extracted once with EtOAc (100 mL). The combined organic extracts were dried over NA2SO4 and concentrated, in vacuo. The crude product was further purified by flash column chromatography eluting with 4-5 percent MeOH in CH2CI2 to give 15.26 G (97percent) of a white SOLID. H NMR (300 MHz, CDCl3) 8 7.34 (5H, m), 5.11 (2H, BS), 4.26 (2H, m), 3.66 (2H, m), 3.41 (2H, m), 1.56 (2H, bs).

31970-04-4, The synthetic route of 31970-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; WO2005/21554; (2005); 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.

Benzyl 2,5-dihydro-lH-pyrrole-l-carboxylate (0.88 g, 4.33 mmol) was dissolved in a mixture of TEtaF (20 mL) and water (5 mL) and the resulting solution was cooled to 0 0C. NMO (0.558 g, 4.76 mmol) and OsO4 (13 mg, cat) were added and the reaction was stirred for 18 h at ambient temperature. The reaction was washed with water (15 mL) and extracted with EtOAc (3 x 20 mL). The combined organic extracts were washed with brine (10 mL), dried over Na2SO4 and concentrated in vacuo. The resulting residue was purified by FCC eluting with 30 percent EtOAc in hexane to afford the title compound. Yield: 0.85 g, 83 percent.

31970-04-4, The synthetic route of 31970-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EVOTEC NEUROSCIENCES GMBH; MADDEN, James; HALLETT, David James; PARKES, Alastair; RAOOF, Ali; WANG, Xialou; WO2010/20556; (2010); 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.872-32-2,2-Methyl-1-pyrroline,as a common compound, the synthetic route is as follows.

872-32-2, 5-methyl-3,4-dihydro-2H-pyrrole (4 g, 0.05 mol) was dissolved in THF (120 mL) and N-chlorosuccinimide (51.4 g, 0.39 mol) was slowly added at 0 ¡ã C and refluxed for 15 minutes. The reaction mixture was stirred at 70 & lt; After stirring for two and a half hours, the THF was removed under reduced pressure, extracted three times with dichloromethane and washed with brine. The organic layer was dried over anhydrous magnesium sulfate and the solvent was removed under reduced pressure to obtain 4,4-dichloro-5- (trichloromethyl) -3,4-dihydro-2H-pyrrole.It was used immediately for the next reaction without further purification. 4,4-Dichloro-5- (trichloromethyl) -3,4-dihydro-2H-pyrrole (2 ) (12 g, 0.05 mol) To methanol (100 mL) was added And dissolved in sodium methoxide (NaOMe) (28 wtpercent methanol) (16 g, 0.29 mol) is slowly added dropwise at 0 . The reaction mixture was reacted at room temperature for 2 hours, extracted three times with ethyl acetate, washed with brine, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The reaction mixture was purified by flash column chromatography (n-hexane: ethyl acetate = 5: 1) Purification yielded 6.5 g (0.04 mol, 77percent yield) of brown solid compound methyl 3-chloro-lH-pyrrole-2-carboxylate.

As the paragraph descriping shows that 872-32-2 is playing an increasingly important role.

Reference£º
Patent; Korea Research Institute of Chemical Technology; Lee, Gay Hyung; Lim, Hee Jong; Cho, Hee Young; Park, Woo Kyu; Jung, Dae Young; (40 pag.)KR2017/74381; (2017); A;,
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

A solution of amine 6 (17.8 mg, 0.04 mmol) in 1 M aqueous solution of NaHC03 (1 mL) was treated with methoxycarbonylmaleimide (37.94 mg, 0.24 mmol) at 0 [C.] After 5 min, the mixture was diluted with water [(1] mL) and acetonitrile (2 [ML),] and then stirred at room temperature for 4 h. After adding [CH2C12] (50 [ML),] the organic layer was separated and washed with brine [(3X10] mL). The organic layer was then dried [(NA2SO4),] filtered, and concentrated. The oily residue was purified by flash chromatography (CH2Cl2/MeOH 95: 5) to give maleimide 7 (23.2 mg, 76%); Rf 0. 42 [(CH2CI2/MEOH] 95: 5) [; IH-NMR (CDCL3/TMS)] : [No.6. ]70 (s, 2 H, CH=CH), 6.69 (s, 4 H, CH=CH), 6.68 (s, 2 H, CH=CH), 4.98 (d, [1] H, [J=3.] 4 Hz, H-1), 3.95-3. 82 (m, 2 H, H-4, and [OCHHCH2CH2N),] 3. [80No.3. ] 35 (m, 22 H, H-2, H-3, H-5, H-6, H-6′, [OCH2CH2CH2N,] [OCH2CH2CH2N,] and [OCH2CH3),] 1.96-1. 78 (m, 8 H, [OCH2CH2CH2N),] 1.25 (t, 3 H, J=7.1 Hz, [OCH2CH3)] ; ES-MS: 779.28 (M+Na) [+,] 401.29 (M+2Na) [2+.]

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; UNIVERSITY OF MARYLAND BIOTECHNOLOGY INSTITUTE; WO2004/802; (2003); 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.872-32-2,2-Methyl-1-pyrroline,as a common compound, the synthetic route is as follows.

5-Methyl-3,4-dihydro-2H-pyrrole (60.2 mmol, 1.0 equiv.) was dissolved in CCl4 (100 ml); at 0¡ã C., N-chlorosuccinimide (8.0 equiv.) was added in portions, and the mixture was heated for 72 h at boiling temperature. The reaction mixture was cooled to 0¡ã C., and the resulting solid was filtered out and washed with cooled (0¡ã C.) CCL4 (2.x.50 ml). The filtrate was concentrated to dryness under reduced pressure. Yield: 90percent, 872-32-2

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

Reference£º
Patent; Gruenenthal GmbH; US2010/222324; (2010); 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

872-32-2, Intermediate 1: Methyl 3-chloro-lH-pyrrole-2-carboxylate At 55-60 ¡ãC with vigorous stirring to a mixture of NCS (107 g, 800 mmol) in THF (250 mL) in a 2 L flask was added 5-methyl-3,4-dihydro-2H-pyrrole (8.3 g, 100 mmol) in one-portion. After addition, the reaction spontaneously heated to reflux for about 5 min, then reacted at 60-70 ¡ãC for another 1.5 hours. After cooled to r.t., hexane (300 mL) and water (300 mL) were added to the mixture. The organic layer was separated, collected and concentrated. The residue was used in the next step without further purification. To a mixture of the crude 4,4-dichloro-5-(trichloromethyl)-3,4-dihydro-2H-pyrrole (240 g, 941 mmol) in MeOH (2 L) in an ice-bath was added a solution of NaOMe (324 g, 6 mol) in MeOH (1.5 L) drop-wise over an hour. After addition, the mixture was stirred at r.t. for another one hour. Then 2N HCl aq. was added to adjust its pH to 2 and the resulting was stirred at room temperature for 15 minutes. The mixture was concentrated and diluted with EtOAc (2.5 L) and water (2 L). The organic layer was separated, concentrated and purified by column chromatography eluting with EtOAc/PE and then crystallize upon standing. Methyl 3-chloro-lH-pyrrole-2-carboxylate was obtained as an orange solid (91.3 g, yield: 61percent). MS (m/z): 160.1 (M+H)+ . 1H NMR (400 MHz, DMSO-de) delta 12.05 (s, 1H), 6.98 (m, 1H), 6.21 (t, / = 2.6 Hz, 1H), 3.75 (s, 3H).

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

Reference£º
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DAI, Guangxiu; XIAO, Kun; JIA, Hong; VENABLE, Jennifer Diane; BEMBENEK, Scott Damian; WO2014/15675; (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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 1.3: Benzyl 3,4-epoxypyrrolidine-i-carboxylate (5); NBS (5.47 g, 31 mmol) is added to a solution of olefin 4 (5.02 g, 25 mmol) in DMSO (65 mL) and water (3.4 mL) at 0 0C. The reaction mixture is warmed to room temperature, stirred for 1.5 h then further NBS (1.1 g, 6.2 mmol) is added. After stirring for a further 3.5 h the reaction is quenched by the addition of water (150 mL) then extracted into EtOAc (3 x 150 mL). The combined organic phase is washed with brine (3 x 100 mL), dried (MgSO4), filtered and concentrated under reduced pressure. The residue is dissolved in MeOH (80 mL), cooled to 0 0C and then an aqueous solution of NaOH (37 mL, 37 mmol, 1 M) is added in one portion. The reaction is warmed to room temperature, stirred for 5 h then the MeOH is removed under reduced pressure. The residue is diluted with water (100 mL) and extracted into EtOAc (3 x 200 mL). The combined organic phase is washed with brine (200 mL), dried (MgSO4), filtered and concentrated under reduced pressure. Flash chromatography of the residue (3 : 7 then 4 : 6, EtOAc: Petrol) affords the title compound as a pale yellow oil (3.69 g, 68% over the 2 steps). 13C NMR (125 MHz, CDCI3): delta = 155.3, 136.6, 128.5, 128.0, 127.9, 67.0, 55.5, 54.9, 47.5 and 47.2 ppm; MS (ESI): 242 ([MNa]+, 100%); HRMS (ESI): found: 242.0791 , C12H13NO3Na ([MNa]+) requires: 242.0793. (Tetrahedron: Asymmetry, 2006, 17, 2876-2883).

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; ALBERT EINSTEIN COLLEGE OF YESHIVA UNIVERSITY; INDUSTRIAL RESEARCH LIMITED; EVANS, Gary Brian; LONGSHAW, Alistair Ian; SCHRAMM, Vern L.; TYLER, Peter, Charles; WO2011/8110; (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.872-32-2,2-Methyl-1-pyrroline,as a common compound, the synthetic route is as follows.

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., 872-32-2

872-32-2 2-Methyl-1-pyrroline 70103, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Article; Yeo, Se Jeong; Liu, Yongxiang; Wang, Xiang; Tetrahedron; vol. 68; 3; (2012); p. 813 – 818;,
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

Part A: Phenylmethyl 6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate. To a 0 0C solution of phenylmethyl 2,5-dihydro-1H-pyrrole-1-carboxylate (10.30 g, 50.68 mmol) in DCM (250 mL) was added m-CPBA (wet; ca. 75%; 17.49g). The solution was stirred and warmed to room temperature overnight. The solution was diluted with DCM and washed with 2 x 10% aq. NaHCO”3 – 1 N aq. NaOH (1 :1 ). The organic phase was dried over anhydrous Na2SO4, filtered, concentrated in vacuo, and purified by silica gel chromatography (40% EtOAc in hexanes) to give phenylmethyl 6-oxa-3- azabicyclo[3.1.0]hexane-3-carboxylate (7.90 g, 71 % yield) as a light yellow oil., 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; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem