Trifluoroacetic acid → (1R)-1-(1,3,4-oxadiazol-2-yl)propan-1-amine

Participants

Reaction Conditions

Reaction Steps

tert-butyl N-[(1R)-1-(1,3,4-oxadiazol-2-yl)propyl]carbamate (2.255 g, 9.923 mmol) was dissolved in DCM (17.76 mL) at 0° C. and TFA (17.76 mL) was added. The reaction was stirred at 0° C. for 4.5 hours then concentrated under high vacuum. The residue was azeotroped with DCM (×2). The resultant oil was dissolved in a mixture of THF (40 ml) and DCM (20 ml) then treated with MP-carbonate (15 g, 199.9 mmol). The reaction was stirred gently for 1 hour then filtered. The resin was stirred with further portions DCM (2×25 ml) and filtered. The combined filtrates were filtered and concentrated to give the sub-title compound as a colourless oil (908 mg, 72%); 1H NMR (400.0 MHz, DMSO) d 0.86 (3H, t), 1.61-1.80 (2H, m), 2.23 (2H, br hump), 3.98 (1H, m), 9.15 (1H, s); MS ES (+) 128.

Provenance & Evidence