Cyclopropanemethanamine → HCID 24738345, compound

Participants

Reaction Steps

To a solution of 2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridine-7-carboxylic acid (64 mg, 0.2 mmol) in DMF (0.3 mL) was added N,N,N′,N′-tetramethyl-O-(benzotriazol-1-yl)uranium tetrafluoroborate (71 mg, 0.22 mmol), N,N-diisopropyl ethyl amine (129 mg, 1.0 mmol) and aminomethylcyclopropane (19 μL, 0.22 mmol) and the resulting mixture stirred at room temperature for 1 h. The resulting mixture was then poured into a mixture of brine:water (1:1) and extracted with ethyl acetate. The combined organic layers were then washed with brine, dried over sodium sulphate and evaporated to leave a yellow oil. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 25:75) afforded the title compound (55 mg, 74%) which was obtained as a yellow solid. MS: m/e=373.1 [M+H]+.

Provenance & Evidence