Sodium Carbonate → HCID 53846173, compound

Participants

Reaction Steps

A mixture of tetrahydrofurfuryl mesylate (2.34 g), intermediate 12 (2.7 g) and sodium carbonate (2.8 g) in 4-methyl-2-pentanone (180 ml) was stirred and refluxed for 24 hours. More tetrahydrofurfuryl mesylate (1 g) was added and the reaction mixture was stirred and refluxed for 24 hours. The reaction mixture was cooled, washed with water, dried over MgSO4, filtered and the filtrate evaporated. The residue was purified by column chromatography on silica gel (eluent: CH2Cl2 /CH3OH 95/5). The pure fractions were collected and the solvent evaporated. The residue was crystallized from CH3CN. The precipitate was filtered off and dried, yielding of 1.34 g (39%) 2-chloro-5-methoxy-4-[5-[1 -[(tetrahydro-2-furanyl)methyl]-4-piperidinyl]- 1,2,4-oxadiazol-3-yl]-benzenamine (compound 7; mp. 148.5° C.).

Provenance & Evidence