(R)-2-(tetrazolo[1,5-a]pyrid 6-yl)oxirane → Tetrazolo[1,5-a]pyridine-6-methanol

Participants

Reaction Steps

A solution of (R)-2-(tetrazolo[1,5-a]pyrid-6-yl)oxirane (0.60 g) and (1,1-dimethyl-2-(5-benzyloxy-1H-indol-3-yl))ethyl amine (1.09 g, 3.55 mmol) in 15 ml of absolute ethanol was heated at reflux for 23 hours under an inert atmosphere. The reaction mixture was concentrated under reduced pressure to give crude product (1.59 g) which was chromatographed on silica gel (95:5:0.5 CH2Cl2 :MeOH:NH4OH) to give 1.27 g of (R)-α-[[(1,1-dimethyl-2-(5-benzyloxy-1H-indol-3-yl))ethyl)amino]methyl]tetrazolo[1,5-a]pyridine-6-methanol.

Provenance & Evidence