HCID 57299675, compound → HCID 53823678, compound

Participants

Reaction Conditions

Reaction Steps

Methyl lithium (0.67 ml, 1.5M in diethyl ether, 1.02 mMol) was added by syringe to a stirring solution of 2-butoxy-6-(4-fluorophenyl)-5-[4-(methylsulfonyl)phenyl]pyridine-3-carboxaldehyde [Example 30](0.38 g, 0.88 mMol) in 50 mL THF cooled to -75° C. The cold bath was removed and the reaction mixture was allowed to come to room temperature. Acetic acid (10%, 5 ml) was added. After stirring for 30 minutes, the layers were separated. The organic layer was washed with 50 ml water, dried over sodium sulfate, filtered and concentrated to an oil. The titled material was purified by silica gel chromatography and recrystallized from ethyl acetate-hexane. Anal. Calc'd. C24H26NO4SF; C, 64.99; H, 5.91; N, 3.16. Found: C, 64.96; H, 6.07; N, 3.07.

Provenance & Evidence