Reaktion #172061

Reaktionsgleichung

(R)-2-(3-bromo-4-cyanophenylamino)-3-(1H-indol-3-yl)propanamide

5-amino-3-methylisothiazole hydrochloride

K2CO3

BINAP

→

(R)-2-(4-cyano-3-(3-methylisothiazol-5-ylamino)phenylamino)-3-(1H-indol-3-yl)propanamide

Ausbeute 96.0%

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas degassed with argon
2. 2
   workup.ADDITIONWater and EtOAc were added
3. 3
   SonstigeThe organic phase was separated
4. 4
   Trocknendried over Na2SO4
5. 5
   Einengenconcentrated in vacuo

Vorschrift

A mixture of (R)-2-(3-bromo-4-cyanophenylamino)-3-(1H-indol-3-yl)propanamide (96 mg, 0.250 mmol), 5-amino-3-methylisothiazole hydrochloride (60 mg, 0.398 mmol), K2CO3 (120 mg, 0.869 mmol), BINAP (40 mg, 0.064 mmol) and Pd(OAc)2 (20 mg, 0.089 mmol) in dioxane (2 mL) was degassed with argon, then was stirred at 120 C for 18 h. Water and EtOAc were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo to give (R)-2-(4-cyano-3-(3-methylisothiazol-5-ylamino)phenylamino)-3-(1H-indol-3-yl)propanamide (100 mg)

Quelle