1-Methylhomopiperazine → HCID 67064735, compound

Participants

Reaction Steps

A solution of N-(7-chloropyrazolo[1,5-a]pyrimidin-5-yl)-4-(2-hydroxypropan-2-yl)benzamide (2D, 50 mg, 0.151 mmol) and 1-methyl-1,4-diazepane (34 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, 15-40% (MeCN/H2O gradient+0.01% TFA). Lyophilization of the combined fractions gave the titled compound as a white solid (61 mg, 99%). 1HNMR (400 MHz, DMSO-d6) δ ppm 1.45 (s, 6 H) 2.33 (d, J=1.77 Hz, 2 H) 2.91 (d, J=4.55 Hz, 3 H) 3.32-3.46 (m, 1 H) 3.51-3.64 (m, 2 H) 3.64-3.86 (m, 4 H) 4.65 (dd, J=15.54, 4.42 Hz, 1 H) 6.33 (d, J=2.27 Hz, 1 H) 7.32 (s, 1 H) 7.60 (d, J=8.59 Hz, 2 H) 7.99 (d, J=8.34 Hz, 2 H) 8.08 (d, J=2.27 Hz, 1 H) 9.62 (br. s., 1 H) 10.85 (s, 1 H). ESI-MS: m/z 409.3 (M+H)+.

Provenance & Evidence