Analyzing the synthesis route of 31970-04-4

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

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 (cis)-3,4-dihydroxy-1 -pyrrolidinecarboxylate. Phenylmethyl 2,5-dihydro-1/-/-pyrrole-1-carboxylate (commerically-available) (5.07 g, 25 mmol) was dissolved in a mixture of acetone (25 mL) and water (10 ml_). NMO (5.9 g, 50 mmol) was added followed by catalytic OsO4. The reaction was stirred for 19 hours and then quenched by the addition of an aqueous solution of Na2S2psi3. A standard workup followed by silica gel chromatography (3:1 Hexane:ethyl acetate to pure ethyl acetate to 9:1 DCM: MeOH) yielded phenylmethyl (cis)-3,4-dihydroxy-1-pyrrolidinecarboxylate (0.872 g, 15percent) as a clear oil. LCMS: (M+H)+: 237.9.

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; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

Downstream synthetic route of 31970-04-4

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

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 2H-pyrrole-l(5H)-carboxylate (25 g, 0.12 mol) was dissolved in DCM (500 mL) at 00C. m-CPBA (42 g, 0.24 mol) was added in portions at 00C, and the mixture was stirred at RT for 3 days. The reaction mixture was filtered, and the filtrate was washed Na2S2O3 (3 M, 100 mL), NaHCO3 (1 M, 100 mL) and brine (100 mL). The organic layer was dried over Na2SO4 and purified by silica gel chromatography (PE : EtOAc = 10:1) to afford the product benzyl 6-oxa-3-aza-bicyclo[3.1.0]hexane-3- carboxylate (10 g, 37%) as a pale yellow oil. 1H NMR (400 MHz, CDCl3): delta 7.39-7.26 (m, 5H), 5.11 (d, 2H), 3.83 (dd, 2H), 3.68 (d, 2H), 3.39 (dd, 2H).

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

Reference£º
Patent; SEPRACOR INC.; BURDI, Douglas; SPEAR, Kerry, L.; HARDY, Larry, Wendell; WO2010/114971; (2010); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

Downstream synthetic route of 31970-04-4

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

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-l H-pyrrole-l -carboxylate (2.00 g, 9.80 mmol) in CH2C12 (10 mL) was added slowly 3-chloroperbenzoic acid (3.00 g, 14.80 mmol) at 0 ¡ãC. The reaction mixture was stirred for 13 h at room temperature, then quenched with saturated sodium thiosulfate aqueous solution and extracted with EtOAc. The organic phase was dried over anhydrous Na2S04 and concentrated in vacuo. The residue was chromatographed with a silica gel column (eluting agent: 6: 1 (v/v) PE/EtOAc) to give the title compound as colorless oil (1.75 g, 81.02 percent)., 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; WO2013/71697; (2013); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

Downstream synthetic route of 31970-04-4

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

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.

Step A. Benzyl 6-oxa-3-azabicyclo[3.i.Olhexane-3-carboxylateTo a solution of benzyl 2,5-dihydro-1H-pyrrole-i-carboxylate (4.9 mmol, 1.0 g) in CH2C12 (30 mL) at 0 C was added m-CPBA (20 mmol, 3.4 g) in portions. The reaction was stirred at RT for 18 h. The mixture was filtered and the filtrate was washed with aqueous NaHCO3 and brine. The organic layer was dried over Na2504 and purified by silica gel chromatography (heptane/EtOAc=90/10 to 0/100) to afford the title compound. MS (ESI) mlz = 242 (M+Na), 31970-04-4

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SAKURADA, Isao; HIRABAYASHI, Tomokazu; MAEDA, Yoshitaka; NAGASUE, Hiroshi; MIZUNO, Takashi; XU, Jiayi; ZHANG, Ting; SMITH, Cameron; PARKER, Dann; WO2015/160636; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

New learning discoveries about 199336-83-9

199336-83-9 (R)-1-Boc-3-(methylamino)pyrrolidine 45089543, apyrrolidine compound, is more and more widely used in various fields.

199336-83-9, (R)-1-Boc-3-(methylamino)pyrrolidine is a pyrrolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2, 6-dichloronicotinonitrile (2.2 mmol) and DIPEA (10 mmol) in DMF (10 mL) was added (i?)-tert-butyl 3-(methylamino) pyrrolidine- 1-carboxylate with stirring at room temperature. The reaction mixture was stirred at 100 C overnight. Then the mixture was diluted with EtOAc, washed 3 times with water, dried, filtered and concentrated. The crude product was purified by flash chromatography to give the title compound., 199336-83-9

199336-83-9 (R)-1-Boc-3-(methylamino)pyrrolidine 45089543, apyrrolidine compound, is more and more widely used in various fields.

Reference£º
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; LI, Jinshui; JI, Jianguo; WO2012/22265; (2012); A1;,
Pyrrolidine – Wikipedia
Pyrrolidine | C4H9N – PubChem

Analyzing the synthesis route of 119020-01-8

119020-01-8, As the paragraph descriping shows that 119020-01-8 is playing an increasingly important role.

119020-01-8, (S)-1-Boc-2-(Aminomethyl)pyrrolidine is a pyrrolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 6-(methoxycarbonyl)pyridine-2-carboxylic acid, 8 was dissolved in dichloromethane, 1 equivalent of corresponding amine (for 11a-c) or R-sulfamide (for 9a-c), EDCI, DMAP was added consecutively. The reaction mixture was stirred at room temperature for 72 h. After that the solution was washed with 10% HCl solution and distilled water, the organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure to provide an orange red oil, the crude product was purified by flash chromatography through deactivated silica, eluting with 19:1 dichloromethane-methanol mixture. After evaporation of the solvents, the title product was obtained as white solid.

119020-01-8, As the paragraph descriping shows that 119020-01-8 is playing an increasingly important role.

Reference£º
Article; Wang, Lei; Tang, Ruiren; Yang, Hua; Journal of the Korean Chemical Society; vol. 57; 5; (2013); p. 591 – 598;,
Pyrrolidine – Wikipedia
Pyrrolidine | C4H9N – PubChem

Simple exploration of 50609-01-3

As the paragraph descriping shows that 50609-01-3 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50609-01-3,4-(2-(Pyrrolidin-1-yl)ethoxy)aniline,as a common compound, the synthetic route is as follows.

To a round bottom flask was added 6-chloro-4- (S) – (tetrahydrofuran-2-yl) methylaminopyrimidine (0.1 g, 0.468 mmol)And 4- (2- (pyrrolidin-1-yl) ethoxy) aniline (0.088 mL, 0.468 mmol) was dissolved in 2-methoxyethanol (5 mL), a hydrochloric acid solution (4M dioxane solution, 0.1 mL) was added, and the mixture was stirred at 110 DEG C for 24 hours. When the reaction was completed, the solvent was removed by distillation under reduced pressure, and a saturated aqueous solution of sodium hydrogencarbonate was added to the reaction mixture, followed by extraction with dichloromethane. After drying over anhydrous magnesium sulfate, the solvent was removed by distillation under reduced pressure, and the resultant product was purified by column chromatography to obtain the title compound (0.095 g, 53%)., 50609-01-3

As the paragraph descriping shows that 50609-01-3 is playing an increasingly important role.

Reference£º
Patent; Korea Institute of Science and Technology; Lee So-ha; Ryu Gyeong-ho; Kim Tae-yeong; Ho Seu-ni-al-ri-, -e-seu-ram-mo-ha-me-deu; (27 pag.)KR101916773; (2018); B1;,
Pyrrolidine – Wikipedia
Pyrrolidine | C4H9N – PubChem

New learning discoveries about 392338-15-7

As the paragraph descriping shows that 392338-15-7 is playing an increasingly important role.

392338-15-7, (R)-tert-Butyl methyl(pyrrolidin-3-yl)carbamate is a pyrrolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

UILK-I-17 (26) (50 mg, 0.13 mmol) was dissolve in DMSO (1 mL)and (R)-tert-Butyl [[pyrrolidin-3-yl]methyl]carbamate (53 mg,0.26 mmol) and DIPEA (100 mL) were added. The reaction washeated to 30 C and stirred for 21 h. To the crude reaction product1mL of 4 N aqueous hydrochloric acid and 5mL of ACN were addedand stirred for 24 h. The ACN was removed by rotatory evaporationand the remaining aqueous layer was frozen and lyophilized. PureUIJD-III-118 (5h) was isolated, 60 mg, 75%. 1H NMR (300 MHz, MeOD) d 9.45 (exchangeable) (bs, 2H), 9.22 (s, 1H), 7.86 (d,J 14.2 Hz, 1H), 7.67 (dd, J 15.0, 7.8 Hz, 3H), 7.49e7.41 (m, 3H),7.37 (d, J 7.2 Hz, 1H), 6.75 (d, J 7.4 Hz, 1H), 5.86 (s, 2H),3.85e3.66 (m, 4H), 3.58e3.46 (m, 1H), 2.59 (m, 3H), 2.31 (m, 2H).19F NMR (282 MHz, MeOD) d 126.52 to 126.83 (m). MS ESIcalculated for (M H) 472.2, found 472.2. Retention time(analytical HPLC) 19.5 min., 392338-15-7

As the paragraph descriping shows that 392338-15-7 is playing an increasingly important role.

Reference£º
Article; Delgado, Justine L.; Lentz, Sarah R.C.; Kulkarni, Chaitanya A.; Chheda, Pratik R.; Held, Hailey A.; Hiasa, Hiroshi; Kerns, Robert J.; European Journal of Medicinal Chemistry; vol. 172; (2019); p. 109 – 130;,
Pyrrolidine – Wikipedia
Pyrrolidine | C4H9N – PubChem

New learning discoveries about 119020-01-8

119020-01-8, 119020-01-8 (S)-1-Boc-2-(Aminomethyl)pyrrolidine 1512533, apyrrolidine compound, is more and more widely used in various fields.

119020-01-8, (S)-1-Boc-2-(Aminomethyl)pyrrolidine is a pyrrolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

STEP 1: (S)-2-[(2,2,2-Trifluoro-acetylamino)-methyl]-pyrrolidine-l-carboxylic acid tert-butyl ester (S)-l-Boc-2-(aminomethyl)pyrrolidine (10 g, 50 mmol) was dissolved in dry THF (200 mL) followed by the slow addition (within 5 min) of a solution of ethyl trifluoroacetate (9.75 g, 68 mmol) in THF (50 mL). Stirring at rt was continued for 2 h. The reaction mixture was evaporated to dryness and the residue dried at HV to give (S)-2-[(2,2,2- trifluoro-acetylamino)-methyl] -pyrrolidine- 1-carboxylic acid tert-butyl ester (14.8 g, quant, yield). LC-MS: tR = 0.93 min; [M+H]+ = 297.29.

119020-01-8, 119020-01-8 (S)-1-Boc-2-(Aminomethyl)pyrrolidine 1512533, apyrrolidine compound, is more and more widely used in various fields.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/139416; (2008); A1;,
Pyrrolidine – Wikipedia
Pyrrolidine | C4H9N – PubChem

Downstream synthetic route of 31970-04-4

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

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 14; 8-(Y cis)-4-fluoropyrrol idin-3 -yloxy)-2-f 7-f 2-methoxyethoxy)imidazo fl,2-a1 pgammaridin-3 – yl)quinoline hydrochloride salt; Step A: Preparation of benzyl -oxa-S-azabicyclop.l.OJhexane-S-carboxylate:; Benzyl 2,5-dihydro-lH-pyrrole-l-carboxylate (11.0 g, 54.1 mmol, commercially available from Aldrich) and 3-chlorobenzoperoxoic acid (17.3 g, 70.4 mmol) were added to 150 mL of chloroform and heated to 46 0C for 20 hours. The mixture was cooled, dichloromethane was added, and the reaction was washed with a saturated solution OfNaHCO3 and Na2S2CO3. The combined organic layers were dried over MgSO4, filtered and concentrated to give 10.5 g (88% isolated yield) of the desired compound as an oil, which was used directly in the next step., 31970-04-4

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

Reference£º
Patent; ARRAY BIOPHARMA INC.; WO2008/124323; (2008); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem