Reacción #92536

Ecuación de reacción

(E)-N-(3-(3-(dimethylamino)acryloyl)phenyl)acetamide

5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile

→

N-(3-(3-cyano-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyrimidin-7-yl)phenyl)acetamide

Rendimiento 90.0%

Disolventes

HOAc

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThen the reaction mixture was concentrated to a residue
2. 2
   Otropartitioned between ethyl acetate (100 mL) and brine (100 mL)
3. 3
   OtroOrganic layer was separated
4. 4
   Lavadowashed with brine (2×100 mL)
5. 5
   Secadodried over sodium sulfate
6. 6
   Concentraciónconcentrated

Procedimiento

To a solution of (E)-N-(3-(3-(dimethylamino)acryloyl)phenyl)acetamide (46 mg, 0.2 mmol) in HOAc (5 mL) was added 5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile (55 mg, 0.2 mmol). The mixture was stirred at 118° C. for 4 hr. Then the reaction mixture was concentrated to a residue and partitioned between ethyl acetate (100 mL) and brine (100 mL). Organic layer was separated, washed with brine (2×100 mL), dried over sodium sulfate and concentrated to afford 80 mg (90%) of N-(3-(3-cyano-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyrimidin-7-yl)phenyl)acetamide as a colorless oil. MS (ESI) m/e [M+1]+ 446.

Fuente