반응 #2287243

반응 방정식

Intermediate 38a

(2S,4S)-4-Dimethylamino-1-methyl-pyrrolidine-2-carboxylic acid

EDCI

HOBt

(5-fluoro-pyridin-2-yl)-hydrazine

→

title compound

수율 20.0%

(2S,4S)-4-Dimethylamino-1-methyl-pyrrolidine-2-carboxylic acid N′-(5-fluoro-pyridin-2-yl)-hydrazide

수율 20.0%

용매

DCM

반응 조건

후처리

1. 1
   기타The reaction mixture was partitioned between H2O (50 mL) and DCM (40 mL)
2. 2
   기타the phases were separated
3. 3
   세척The organic phase was washed with sat. bicarbonate solution
4. 4
   농축The volatiles were concentrated in vacuo
5. 5
   기타the resultant residue was purified by FCC

실험 절차

A solution of Intermediate 38a (5.95 g, 34.2 mmol) in DCM (60 mL) was treated with EDCI (7.87 g, 34.2 mmol), HOBt (0.462 g, 41.0 mmol) and (5-fluoro-pyridin-2-yl)-hydrazine (4.35g g, 34.2 mmol) and the solution was stirred at RT for 16 hours. The reaction mixture was partitioned between H2O (50 mL) and DCM (40 mL) and the phases were separated. The organic phase was washed with sat. bicarbonate solution and the brine. The volatiles were concentrated in vacuo and the resultant residue was purified by FCC using 0-10% MeOH in DCM to afford the title compound (1.74 g, 20%). LCMS (Method 3): Rt 0.44 min, m/z 282 [MH+].

출처