Chloride → HCID 86746204, compound

Participants

Reaction Steps

5(Cyanomethyl)-4-(cyclopropylmethyl)-2-(difluoromethyl)-6-(trifluoromethyl)-3-pyridinecarboxylic acid, methyl ester, prepared as in Example c, (3.0 g, 8.6 mmol) was reacted with 4.0 g (21.6 mmol) 4-bromobutyryl chloride in 160 mL dichloromethane and 82 mL 50% NaOH to which was added 0.3 g benezyltriethylammonium chloride. The solution was poured into 175 mL of ice water and extracted with ethyl ether. The organic layer was washed with water and brine and dried over magnesium sulfate. Purification by HPLC (30% EtOAc/hexane) yielded 2.1 g of the desired product as a light yellow oil, a 59% yield. nD25 1.5028.

Provenance & Evidence