Nicotinic Acid → HCID 19008885, compound

Participants

Reaction Steps

Nicotinic acid (6.16 g, 50 mmole) was refluxed in thionyl chloride (40 ml) for 3 hr. The excess thionyl chloride was removed in vacuo to give a white powder. DMF (90 ml) was added, followed by N-Ethyl-N-[[1-[2-(trifluoromethyl)-4-pyrimidinyl]-4-piperidinyl]methyl]amine (9.75 g, 33.8 mmole) and sodium carbonate (10.6 g, 100 mmole). The mixture was stirred for 18 hr and then was filtered and concentrated in vacuo. The residue was chromatographed on silica gel using 5% methanol/ethyl acetate to give formula I product (8.9 g, 67%). The free base was converted to the hydrochloride salt using excess ethanolic HCl to give a light brown powder (mp: 79°-110°).

Provenance & Evidence