Triethylamine → HCID 10163568, compound

Participants

Reaction Steps

A solution of 107.4 mg (0.25 mmol) of [6-(6-amino-3-aza-bicyclo[3.1.0]hex-3-yl)-pyrido[3,4-d]pyrimidin-4-yl]-(3-methyl-4-phenoxy-phenyl)-amine and 35.2 μL (0.25 mmol) of triethylamine in 0.5 mL of methylene chloride in an ice/brine bath was treated with 24.1 μL of cyclopropanecarbonyl chloride. The reaction was allowed to warm to room temperature and stirred for 1 hour. The mixture was diluted with chloroform and washed with 2×50 mL of saturated sodium bicarbonate. The organics were dried over sodium sulfate, filtered and concentrated under vacuum. The residue was recrystallized from ethyl acetate to afford 91.7 mg (73%) of the title compound. 1H NMR (CDCl3): δ 8.78 (s, 1), 8.37 (s, 1), 7.63 (m, 1), 7.53 (m, 1), 7.26 (m, 2), 6.95 (m, 1), 6.89 (m, 3), 6.79 (s, 1), 3.87 (d, 2), 3.48 (m, 2), 2.38 (m, 1), 2.21 (s, 3), 184 (m, 2), 1.33 (m, 1), 0.89 (m, 2), 0.72 (m, 2). M.S. (m+1): 493; HPLC retention time (minutes): 6.672.

Provenance & Evidence