ChemicalBook CAS DataBase List 1-N-Boc-3-Cyanopyrrolidine

1-N-Boc-3-Cyanopyrrolidine synthesis

7synthesis methods

Product Name:1-N-Boc-3-Cyanopyrrolidine
CAS Number:476493-40-0
Molecular formula:C10H16N2O2
Molecular Weight:196.25

773837-37-9

141699-57-2

476493-40-0

A solution was prepared from tert-butyl 3-(methylsulfonyloxy)pyrrolidine-1-carboxylate (2.65 g, 10 mmol) and sodium cyanide (2.5 g, 50 mmol) in N,N-dimethylformamide (100 mL). The reaction mixture was stirred at 100°C for 16 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was poured into water and extracted with ethyl acetate. The organic phases were combined, washed sequentially with water and saturated saline and dried over anhydrous sodium sulfate. After filtration, the organic phase was concentrated under reduced pressure and the resulting residue was purified by column chromatography (eluent: petroleum ether/ethyl acetate=5:1) to afford 1-N-Boc-3-cyanopyrrolidine (1.92 g, 98% yield).

773837-37-9 Synthesis

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Yield:476493-40-0 98%

Reaction Conditions:

in N,N-dimethyl-formamide at 100; for 16 h;

Steps:

50.C Step C: tert-Butyl 3-cyanopyrrolidine-1-carboxylate
A solution of tert-butyl 3- (methanesulfonyloxy) pyrrolidine-1-carboxylate (2.65 g, 10 mmol) and sodium cyanide (2.5 g, 50 mmol) in N, N- dimethylformamide (100 mL) The solution was reacted at 100 ° C for 16 hours. After cooling to room temperature, the reaction was poured into water and extracted with ethyl acetate. The organic phases were combined, washed, dried and the resulting residue was concentrated by column chromatography (petroleum ether: ethyl acetate = 5: 1) to give the title compound (1.92 g, 98%).

References:

Beijing Sai Lintai Pharmaceutical Co., Ltd.;Liang Zhi;Liu Zhihua;Dai Yusen;Hu Yuandong;Sun Ying;Huang Yuanyuan;Peng Yong;Kong Fansheng;Luo Hong;Han Yongxin CN107474024, 2017, A Location in patent:Paragraph 0385; 0392; 0393; 0394

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