反応 #171974

反応方程式

tert-butyl (1S,2R)-2-(3-bromo-4-cyanophenylamino)cyclohexylcarbamate

m-toluidine

BINAP

Cs2CO3

→

tert-butyl (1S,2R)-2-(4-cyano-3-(m-tolylamino)phenylamino)cyclohexylcarbamate

溶媒

toluene

反応条件

後処理

1. 1
   その他was degassed with Ar
2. 2
   workup.ADDITIONEtOAc and water were added
3. 3
   その他The organic phase was separated
4. 4
   洗浄washed with 1N HCl
5. 5
   乾燥with brine, dried over Na2SO4
6. 6
   濃縮concentrated in vacuo

実験手順

A mixture of tert-butyl (1S,2R)-2-(3-bromo-4-cyanophenylamino)cyclohexylcarbamate (98 mg, 0.25 mmol), m-toluidine (54 uL, 0.50 mmol), BINAP (31 mg, 0.050 mmol), Pd(OAc)2 (12 mg, 0.053 mmol) and Cs2CO3 (160 mg, 0.49 mmol) in toluene (3 mL) was degassed with Ar, then was stirred at 100 C for 3 h. EtOAc and water were added. The organic phase was separated, washed with 1N HCl, then with brine, dried over Na2SO4, concentrated in vacuo to give tert-butyl (1S,2R)-2-(4-cyano-3-(m-tolylamino)phenylamino)cyclohexylcarbamate as a residue.

出典