反応 #172096

反応方程式

(R)-benzyl 1-(1-(6-chloro-5-cyano-3-fluoropyridin-2-ylamino)propyl)cyclopropylcarbamate

p-toluidine

BINAP

Cs2CO3

→

(R)-benzyl 1-(1-(5-cyano-3-fluoro-6-(p-tolylamino)pyridin-2-ylamino)propyl)cyclopropylcarbamate

収率 67.6%

溶媒

dioxane

反応条件

後処理

1. 1
   その他After degassed with Argon
2. 2
   workup.ADDITIONThe mixture was diluted with dioxane, precipitate
3. 3
   ろ過was filtered off
4. 4
   ろ過filter cake
5. 5
   洗浄was washed with ACN
6. 6
   濃縮the filtrate was concentrated
7. 7
   その他purified by column

実験手順

To a solution of (R)-benzyl 1-(1-(6-chloro-5-cyano-3-fluoropyridin-2-ylamino)propyl)cyclopropylcarbamate (100 mg, 0.25 mmol) in dioxane (1.5 mL) was added p-toluidine (32 mg, 0.30 mmol), BINAP (31 mg, 0.05 mmol), Pd(OAc)2 (11.2 mg, 0.05 mmol) and Cs2CO3 (244.5 mg, 0.75 mmol). After degassed with Argon, the mixture was heated at 80° C. for 5 h. The mixture was diluted with dioxane, precipitate was filtered off, filter cake was washed with ACN, the filtrate was concentrated and purified by column to give of (R)-benzyl 1-(1-(5-cyano-3-fluoro-6-(p-tolylamino)pyridin-2-ylamino)propyl)cyclopropylcarbamate (80 mg).

出典