Triethylamine → HCID 178472519, compound

Participants

Reaction Steps

A solution of cis-3-amino-cyclobutanecarboxylic acid ethyl ester hydrochloride (34 mg, 0.189 mmol), triethyl amine (39.5 uL, 0.284 mmol) and THF (1.7 mL) was stirred at ambient temperature for 30 minutes. Acetic acid (300 uL) and 3-[5-(4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]benzaldehyde (58 mg, 0.189 mmol) were added to the reaction mixture and stirred for 30 minutes. Sodium triacetoxy borohydride (80 mg, 0.379 mmol) was added to the mixture and stirred for 18 hours. The reaction was diluted with ethyl acetate, washed with saturated sodium bicarbonate and the organic layer was separated and concentrated in vacuo. Purification by flash chromatography (silica, 1:99 to 1:9 MeOH:chloroform) provided the title compound (68 mg, 83% yield) as a solid.

Provenance & Evidence