Piperidine → HCID 67064373, compound

Participants

Reaction Steps

A solution of N-(7-chloro-2-methylpyrazolo[1,5-a]pyrimidin-5-yl)-4-(2-hydroxypropan-2-yl)benzamide (2F, 52 mg, 0.151 mmol) and piperidine (52 mg, 0.603 mmol) in DMF (0.5 mL) was stirred at 100° C. for 3 h. After cooling to room temperature, the mixture was diluted with a few drops of DMSO and methanol, and was then purified by preparatory HPLC (35-45% MeCN/H2O+0.01% TFA). Lyophilization of the combined fractions gave the titled compound as a white solid (31.2 mg, 52%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.45 (s, 6 H), 1.70 (br. s., 6 H), 2.37 (s, 3 H), 3.73 (br. s., 4 H), 6.16 (s, 1 H), 7.28 (s, 1 H), 7.60 (d, J=8.59 Hz, 2 H), 7.99 (d, J=8.59 Hz, 2 H), 10.84 (s, 1 H); ESI-MS: m/z 394.3 (M+H)+.

Provenance & Evidence