반응 #172007

반응 방정식

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

수율 99.1%

용매

dioxane

반응 조건

후처리

1. 1
   기타was degassed with Ar
2. 2
   workup.ADDITIONWater and EtOAc were added
3. 3
   여과After being filtered
4. 4
   기타the organic phase was separated
5. 5
   세척washed with 1N HCl
6. 6
   건조with 5% NaHCO3, dried over Na2SO4
7. 7
   농축concentrated in vacuo

실험 절차

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).

출처