反応 #172007

反応方程式

5-amino-3-methylisothiazole hydrochloride

(R)-2-(3-bromo-4-cyanophenylamino)-3-cyclohexylpropanamide

BINAP

K2CO3

→

(R)-2-(4-cyano-3-(3-methylisothiazol-5-ylamino)phenylamino)-3-cyclohexylpropanamide

収率 99.1%

溶媒

dioxane

反応条件

後処理

1. 1
   その他was degassed with Ar
2. 2
   workup.ADDITIONWater and EtOAc were added
3. 3
   ろ過After being filtered
4. 4
   その他the organic phase was separated
5. 5
   洗浄washed with 1N HCl
6. 6
   乾燥with 5% NaHCO3, dried over Na2SO4
7. 7
   濃縮concentrated in vacuo

実験手順

A mixture of (R)-2-(3-bromo-4-cyanophenylamino)-3-cyclohexylpropanamide (222 mg, 0.634 mmol), 5-amino-3-methylisothiazole hydrochloride (126 mg, 0.840 mmol), BINAP (60 mg, 0.096 mmol), Pd(OAc)2 (45 mg, 0.200 mmol) and K2CO3 (360 mg, 2.60 mmol) in dioxane (4 mL) was degassed with Ar, then was stirred at 120 C for 18 h. Water and EtOAc were added. After being filtered, the organic phase was separated, washed with 1N HCl, then with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give (R)-2-(4-cyano-3-(3-methylisothiazol-5-ylamino)phenylamino)-3-cyclohexylpropanamide as a solid (241 mg).

出典