Reaktion #172071

Reaktionsgleichung

2-(5-bromo-4-cyano-2-fluorophenylamino)-4,4,4-trifluorobutanamide

5-amino-3-methylisothiazole hydrochloride

K2CO3

BINAP

→

2-(4-cyano-2-fluoro-5-(3-methylisothiazol-5-ylamino)phenylamino)-4,4,4-trifluorobutanamide

Ausbeute 99.6%

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 2-(5-bromo-4-cyano-2-fluorophenylamino)-4,4,4-trifluorobutanamide (90 mg, 0.254 mmol), 5-amino-3-methylisothiazole hydrochloride (58 mg, 0.385 mmol), K2CO3 (200 mg, 1.45 mmol), BINAP (35 mg, 0.056 mmol) and Pd(OAc)2 (23 mg, 0.100 mmol) in dioxane (3 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 2-(4-cyano-2-fluoro-5-(3-methylisothiazol-5-ylamino)phenylamino)-4,4,4-trifluorobutanamide (98 mg).

Quelle