Butylamine → ThyMidine, 2',3'-didehydro-3'-deoxy-, coMpd. with 1-Methyl-2-pyrrolidinone (1:1) (9CI)

Participants

Reaction Conditions

Reaction Steps

To n-butylamine (133 ml) was added 5'-benzoyl-d4T (7', 70.0 g). The reaction was heated at 70° C. for six hours. After cooling to 20°-25° C., N-methylpyrrolidinone (NMPO, 41.3 ml) and n-butyl acetate (350 ml) were added. Excess n-butylamine (~112.4 ml) along with 175 ml of n-butyl acetate was removed via vacuum distillation at 50° C. The resulting slurry was cooled to 20°-25° C. over one hour and stirred for 30 minutes. The slurry was then cooled to -10° to -15° C. and stirred for 1.5 hours. The cake was filtered and washed with 2×50 ml cold (-10° to -15° C.) n-butyl acetate and dried to give d4T.NMPO complex, 59.0 g (85.6%).

Provenance & Evidence