Potassium Carbonate → HCID 68785638, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 48 mg of potassium carbonate in methanol (3 ml) was added 37 mg of 4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-[(7S)-1,4-oxazepan-7-ylmethyl]benzamide (INTERMEDIATE 20) followed by 2-chloro-4-(trifluoromethyl)pyrimidine (16 mg). The mixture was heated via microwave at 120° C. for 35 min, and then cooled and added directly to a 40M samplet for purification via column chromatography on a Biotage Horizon 40M column, eluting with 1 column volume of 100% hexanes, followed by a gradient of 0 to 100% ethyl acetate in hexanes over 10 column volumes, followed by 4 column volumes of 100% ethyl acetate, to provide the title compound (37 mg, 76%). Mass spectrum (ESI) 565.2 (M+1). 1H NMR (500 MHz, CDCl3): δ 8.52 (s, 1H), 8.35 (d, J=8.5 Hz, 2H), 7.96 (d, J=8.3 Hz, 2H), 7.95 (s, 1H), 7.54 (s, 1H), 6.81 (d, J=4.8 Hz, 1H), 6.65 (bs, 1H), 4.26 (m, 2H), 3.98 (m, 3H), 3.70 (s, 2H), 3.69 (m, 2H), 3.48 (sept, J=7.0 Hz, 1H), 3.25 (m, 1H), 2.19 (m, 1H), 1.83 (m, 1H), 1.48 (d, J=7.1 Hz, 6H).

Provenance & Evidence