Category: 22795-99-9

22795-99-9, (S)-(1-Ethylpyrrolidin-2-yl)methanamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of cyanuric chloride (0.368 g, 2 mmol) in CH3CN at about -20¡ã C. was added N-phenyl glycinonitrile (0.264 g, 2 mmol) in CH3CN followed by the addition of DIEA (0.35 mL, 2 mmol) and stirred for about 1 hour. The reaction mixture was then stirred at room temperature for about 1 hour. Then, cycloheptylamine (0.25 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was stirred overnight at rt. Then, S-(-)-2-aminomethyl-N-ethyl pyrrolidine (0.29 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was refluxed overnight. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was separated and dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude material was purified by column chromatography eluding with 96:3:1 methylene chloride:methanol:conc. ammonium hydroxide to yield 143, (0.300 g, 33percent) mp 53-55¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01 M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 6.9 min, 94.1percent purity; MS (ESI): m/z 449 (M+H, 100), 381 (1.2), 353 (16.2), 226 (19.9), 225 (54.3), 212 (20.5), 177 (18.3), 164 (9.6)., 22795-99-9

As the paragraph descriping shows that 22795-99-9 is playing an increasingly important role.

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishma Reddy, Velagala Venkata Rama Murali; Sesila Sridevi, Bhatlapenumarthy; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209882; (2004); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

22795-99-9, (S)-(1-Ethylpyrrolidin-2-yl)methanamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

22795-99-9, Dissolve 0.486 g (1.86 mmol) of 5-bromo-2,3-dimethoxybenzoic acid in 10 ml of dry toluene, add 0.39 ml of thionyl chloride, and heat for 1 hour under the protection of argon at 60 ¡ã C., evaporate dry,After addition of 10ml of anhydrous DCM, 0.286g of (S) -2-aminomethyl-1-ethylpyrrole was added dropwise to the ice-water bath. After the reaction was stirred at room temperature for 8 hours, it was diluted with 50ml of DCM, washed with saturated aqueous NaHCO3 Washed three times,The organic layer was dried over Na2SO4, filtered and evaporated to give a yellowish oil which was separated on a medium pressure silica gel column with mobile phase petroleum ether: ethyl acetate 2: 1. The product fractions were collected and evaporated to give 1.628 g of a slightly yellow oil 87.5percent.

As the paragraph descriping shows that 22795-99-9 is playing an increasingly important role.

Reference£º
Patent; Beijing Nerve Surgical Department Institute; Liu Qian; Zhang Yazhuo; Yang Xiaoxiao; CN106366075; (2017); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

(S)-(1-Ethylpyrrolidin-2-yl)methanamine, cas is 22795-99-9, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,22795-99-9

0.53 g (1.5 mmol) of compound 3a prepared in Preparation 8 was dissolved in 10 ml of dry toluene, 0.39 ml of thionyl chloride was added,Argon gas was heated at 60 ¡ã C for 1 hour and evaporated to dryness. 10 ml of anhydrous DCM was added,(S) -2-aminomethyl-1-ethylpyrrole 0.23g under ice-water bath, the reaction was stirred at room temperature for 8 hours and then diluted with 50ml DCM,The organic layer was washed with saturated aqueous sodium bicarbonate solution and saturated sodium chloride solution respectively for 3 times. The organic layer was dried over Na2SO4, filtered and evaporated to give a yellowish oil, which was separated by a medium pressure silica gel column.Mobile phase petroleum ether: ethyl acetate 3: 1, the product fractions were collected and evaporated to dryness to give a yellowish oil 0.593g, yield 85.2percent.

With the rapid development of chemical substances, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine

Reference£º
Patent; Beijing Nerve Surgical Department Institute; Liu Qian; Zhang Yazhuo; Yang Xiaoxiao; CN106366075; (2017); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22795-99-9,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,as a common compound, the synthetic route is as follows.

First, 4-benzyloxy-3,5-dimethoxybenzoic acid chloride represented by Formula 85 and [(2S)-1-ethylpyrrolidin-2-yl]methanamine represented by Formula 103 were prepared in 0.2 M solution, respectively, using a toluene solvent. An amine solution (1.2 mL, 0.240 mmol) entered 10 mL vial and a sodium carbonate solution (0.4 mL, 0.200 mmol) was added thereto. Thereafter, a benzoic acid chloride solution (1.0 mL, 0.200 mmol) entered the vial, vigorously shaken and agitated at room temperature for 18 hours. After terminating the reaction, an organic layer was moved to a cartridge tube (6 mL, benzenesulfonic acid, 904030-WJ, UCT) using ethyl acetate. Impurities were removed using methanol (15 mL) while separation and purification were conducted using an elute solution (ethyl acetate/methanol/triethylamine, 20:2:1, v/v/v), resulting in a benzamide compound represented by Formula 13 as a desired product (WZ-014; 66 mg, 83percent yield). [0114] Analysis data of the produced benzamide compound is provided as follows. 1H-NMR (MeOD-d4) d 1.22(t, 3H), 1.73(m, 1H), 1.80(m, 2H), 1.98(m, 1H), 2,30(m, 1H), 2.41(m, 1H), 2.76(m, 1H), 3.02(m, 1H), 3.28(m, 2H), 3.65(dd, 1H), 3.88(s, 6H), 5.02(s, 2H), 7.17?7.46(m, 7H)., 22795-99-9

22795-99-9 (S)-(1-Ethylpyrrolidin-2-yl)methanamine 643457, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Vivozon Inc.; LEE, Doo Hyun; EP2786986; (2014); A2;,
Chiral Catalysts
Chiral catalysts – SlideShare

22795-99-9, (S)-(1-Ethylpyrrolidin-2-yl)methanamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a well-stirred solution of 83 4-chloroaniline (a2) (0.57g, 4.5mmol) and 84 NEt3 (5mL) in dry 28 DCM (25mL) was added dropwise a solution of compound 26 10 (0.51g, 2.0mmol) at room temperature. The reaction mixture was stirred at room temperature for 14h. The crude mixture was obtained by removal of the organic solvents under reduced pressure and was re-dissolved in DCM, followed by washing with H2O for 3 times. The organic layers were combined, dried over anhydrous MgSO4, filtered and concentrated in vacuum. Purification of the product was performed by flash column chromatography on silica gel to afford the desired 85 compound 11_a2 (0.28g) in 45percent yield., 22795-99-9

The synthetic route of 22795-99-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Jin, Wen Bin; Xu, Chen; Cheng, Qipeng; Qi, Xiao Lin; Gao, Wei; Zheng, Zhiwei; Chan, Edward W.C.; Leung, Yun-Chung; Chan, Tak Hang; Wong, Kwok-Yin; Chen, Sheng; Chan, Kin-Fai; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 285 – 302;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22795-99-9,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,as a common compound, the synthetic route is as follows.

50 g of 4-amino-5-(ethylsulfonyl)-2-methoxybenzoic acid, and 280 g of acetone were placed in a flask equipped with a stir bar, a thermocouple and a nitrogen line. Then 24 g of ethyl chloroformate was added to the reactor. The solution was cooled to -10 C., and then 28 g of 4-methyl morpholine was added slowly. The mixture was agitated at -10 C. for 1 h and then 27 g of (S)-(1-ethylpyrrolidin-2-yl)methanamine was added dropwise. The mixture was agitated at -10 C. then warmed to ambient. The reaction was concentrated and 300 mL of water and 200 mL of ethyl acetate were added. The mixture was agitated and the organic layer removed. 300 mL of ethyl acetate and 100 mL of 20 wt % aqueous potassium carbonate were added. The mixture was agitated, the phases are allowed to separate and the aqueous layer removed. The ethyl acetate layer was then washed with 200 mL of water two times. The organic layer was transferred to a flask with a mechanical stirrer, a thermocouple and distillation head. The organic layer was concentrated to dryness and 120 g of ethyl acetate added. The mixture was stirred then cooled to -10 C. and agitated until a slurry formed. The mixture was warmed to 10 C. and stirred at 10 C. for 1 h. The slurry was then filtered, washed with 30 g of ethyl acetate and dried at ambient temperature. 49 g of (S)-4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide ethyl acetate was obtained. XRPD analysis showed a pattern in accordance with Form B? and that of FIG. 8. An NMR spectrum of the S-4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide ethyl acetate solvate obtained in Example 7 is illustrated in FIG. 7, having the following characteristics: 1H NMR (400 MHz, CHLOROFORM-d) delta ppm -0.02-0.00 (m, 1H) 1.11 (t, J=7.24 Hz, 3H) 1.22-1.28 (m, 4H) 1.55-1.74 (m, 4H) 1.82-1.92 (m, 1H) 2.03 (s, 1H) 2.13-2.27 (m, 2H) 2.58-2.64 (m, 1H) 2.84 (dq, J=12.08, 7.32 Hz, 1H) 3.07-3.28 (m, 4H) 3.66-3.74 (m, 1H) 3.93 (s, 3H) 5.48 (s, 2H) 6.19 (s, 1H) 8.03 (br d, J=4.30 Hz, 1H) 8.52 (s, 1H)., 22795-99-9

22795-99-9 (S)-(1-Ethylpyrrolidin-2-yl)methanamine 643457, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Sunovion Pharmaceuticals Inc.; Snoonian, John R.; Wilkinson, Harold Scott; (83 pag.)US2019/169123; (2019); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22795-99-9,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,as a common compound, the synthetic route is as follows.

22795-99-9, 0.53 g (1.5 mmol) of compound 3a prepared in Preparation 8 was dissolved in 10 ml of dry toluene, 0.39 ml of thionyl chloride was added,Argon gas was heated at 60 ¡ã C for 1 hour and evaporated to dryness. 10 ml of anhydrous DCM was added,(S) -2-aminomethyl-1-ethylpyrrole 0.23g under ice-water bath, the reaction was stirred at room temperature for 8 hours and then diluted with 50ml DCM,The organic layer was washed with saturated aqueous sodium bicarbonate solution and saturated sodium chloride solution respectively for 3 times. The organic layer was dried over Na2SO4, filtered and evaporated to give a yellowish oil, which was separated by a medium pressure silica gel column.Mobile phase petroleum ether: ethyl acetate 3: 1, the product fractions were collected and evaporated to dryness to give a yellowish oil 0.593g, yield 85.2percent.

As the paragraph descriping shows that 22795-99-9 is playing an increasingly important role.

Reference£º
Patent; Beijing Nerve Surgical Department Institute; Liu Qian; Zhang Yazhuo; Yang Xiaoxiao; CN106366075; (2017); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

(S)-(1-Ethylpyrrolidin-2-yl)methanamine, cas is 22795-99-9, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,22795-99-9

Into a clean and dried 100ml two necked round-bottomed flask equipped with magnetic stirrer and nitrogen set up, Compound 11 (3.0 gm, 0.0032 mol), 40ml 1:1 mixture of ACN : water and (R)?(1-ethylpyrrolidin-2-yl)methanamine (6.26 gm, 0.048 mol) were added at RT. The reaction mixture was heated at 65¡ãC and maintained for 6 hrs. The reaction was monitored by TLC using 60 percent ethyl acetate in hexane. After completion of the reaction, the reaction mass was concentrated and quenched with 30 ml of ice cold water and the obtained precipitate was extracted with ethyl acetate (3×50 ml), combined organic layers were dried over sodium sulfate and concentrated under reduced pressure to yield 4g of crude compound 12C, which was taken as it was for next step.

As the rapid development of chemical substances, we look forward to future research findings about 22795-99-9

Reference£º
Patent; BIOPHARMATI SA; SERGIO, Lociuro; ISLAM, Khalid; (46 pag.)WO2018/67663; (2018); A2;,
Chiral Catalysts
Chiral catalysts – SlideShare

22795-99-9, (S)-(1-Ethylpyrrolidin-2-yl)methanamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of cyanuric chloride (0.368 g, 2 mmol) in CH3CN at about -20¡ã C. was added 3-fluoro-p-anisidine (0.28 g, 2 mmol) in CH3CN followed by the addition of N,N-diisopropylethylamine (DIEA) (0.35 mL, 2 mmol) and stirred for about 1 hour. The reaction mixture was then stirred at room temperature for about 1 hour. Then, cyclohexylmethyl amine (0.26 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was stirred overnight at RT. Then, S-(-)-2-aminomethyl-N-ethyl pyrrolidine (0.29 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was refluxed overnight. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was separated and dried over sodium sulfate, filtered, and concentrated under reduced. The crude material was purified by column chromatography eluding with 96:3:1 methylene chloride:methanol:conc. ammonium hydroxide to yield a white solid 141 (0.400 g, 43.7percent), mp 68-69¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01 M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 8.2 min, 97.1percent purity; MS (ESI): m/z 458 (M+H, 100), 362 (2.8), 230 (85.4)., 22795-99-9

22795-99-9 (S)-(1-Ethylpyrrolidin-2-yl)methanamine 643457, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishma Reddy, Velagala Venkata Rama Murali; Sesila Sridevi, Bhatlapenumarthy; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209882; (2004); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

(S)-(1-Ethylpyrrolidin-2-yl)methanamine, cas is 22795-99-9, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,22795-99-9

General procedure: (2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate), (HATU) (1.2 equivalents) was added to a solution of acid (1 equivalent), the appropriate amine (1.5 equivalents) and DIEA (2 equivalents) in dry acetonitrile (10 mL) at room temperature under argon atmosphere. The reaction mixture was stirred at room temperature for 1-2 h. Solvent was evaporated under reduced pressure and the crude product was purified using a Teledyne Isco Combiflash Rf purification machine to provide the desired amide in excellent yield.

As the rapid development of chemical substances, we look forward to future research findings about 22795-99-9

Reference£º
Article; Mathew, Bini; Hobrath, Judith V.; Connelly, Michele C.; Kiplin Guy; Reynolds, Robert C.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 20; (2017); p. 4614 – 4621;,
Chiral Catalysts
Chiral catalysts – SlideShare