Piperazin-2-one → HCID 67064337, compound

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Reaction Steps

A solution of N-(7-chloropyrazolo[1,5-a]pyrimidin-5-yl)-4-(2-hydroxypropan-2-yl)benzamide (2D, 50 mg, 151 mmol) and piperazin-2-one (30 mg, 0.302 mmol) in NMP (0.950 mL) was stirred at 85° C. overnight. After cooling to room temperature, the mixture was diluted with a few drops of DMSO and methanol, and was then purified by preparatory HPLC, 20-45% (MeCN/H2O gradient+0.01% TFA). Lyophilization of the combined fractions gave the titled compound as a orange solid (17 mg, 29%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.46 (s, 6H) 3.43 (br. s., 2H) 4.08 (t, J=5.18 Hz, 2H) 4.27 (s, 2H) 6.38 (d, J=2.27 Hz, 1H) 7.41 (s, 1H) 7.60 (d, J=8.59 Hz, 2H) 8.00 (d, J=8.34 Hz, 2H) 8.11 (d, J=2.27 Hz, 1H) 8.23 (br. s., 1H) 10.93 (s, 1H). ESI-MS: m/z 395.2 (M+H)+.

Provenance & Evidence