Reacción #67878

Ecuación de reacción

Hydrochloric acid

3-Fluoro-isonicotinic acid

p-anisidine

LiHMDS

→

desired product

Rendimiento 13.0%

3-(4-Methoxy-phenylamino)-isonicotinic acid

Rendimiento 13.0%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato warm to room temperature over night
2. 2
   Otrothe volatiles were removed in vacuo
3. 3
   OtroThe crude material was purified by preparative RP chromatography

Procedimiento

3-Fluoro-isonicotinic acid (50 mg, 0.354 mmol) and p-anisidine (44 mg, 0.354 mmol) was added to 2 ml dry THF and the mixture was cooled to −78° C. LiHMDS (1M in THF, 1.24 ml) was added and the mixture was allowed to warm to room temperature over night. Hydrochloric acid (1M in methanol, 5 ml) was added and the volatiles were removed in vacuo. The crude material was purified by preparative RP chromatography to give 11 mg (45 μmol; 13% yield) of pure desired product. LC-MS (method V): rt=1.82 min; m/z [M+H]+ 245.

Fuente