تفاعل #171978

معادلة التفاعل

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

3,5-dimethylaniline

BINAP

K2CO3

→

tert-butyl (1S,2R)-2-(4-cyano-3-(3,5-dimethylphenylamino)phenylamino)cyclohexylcarbamate

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   أخرىwas degassed with Ar
2. 2
   workup.ADDITIONEtOAc and water were added
3. 3
   أخرىThe organic phase was separated
4. 4
   غسيلwashed with 1N HCl
5. 5
   تجفيفwith 5% NaHCO3, dried over Na2SO4
6. 6
   تركيزconcentrated in vacuo

الإجراء التجريبي

A mixture of tert-butyl (1S,2R)-2-(3-bromo-4-cyanophenylamino)cyclohexylcarbamate (150 mg, 0.380 mmol), 3,5-dimethylaniline (95 uL, 0.761 mmol), BINAP (40 mg, 0.064 mmol), Pd(OAc)2 (25 mg, 0.11 mmol) and K2CO3 (150 mg, 1.08 mmol) in dioxane (4 mL) was degassed with Ar, then was stirred at 100 C for 4 h. EtOAc and water were added. The organic phase was separated, washed with 1N HCl, then with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give tert-butyl (1S,2R)-2-(4-cyano-3-(3,5-dimethylphenylamino)phenylamino)cyclohexylcarbamate as a crude residue.

المصدر