Dichloromethane → HCID 50995469, compound

Participants

Reaction Steps

A solution of 4-{1-[1-(piperazin-1-ylmethyl)propyl]-1H-pyrazol-4-yl}-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine (0.010 g, 0.022 mmol, from step 4 in example 1) and benzoyl chloride, 4-fluoro-(3.4 uL, 0.028 mmol) in dichloromethane (1 mL, 20 mmol) was stirred for 2 hour. 1 mL TFA was added. After 1 hour, the solvent was evaporated by rotary evaporation to give a glass which was stirred in 1 mL MeOH and 50 microL EDA for 2 hours. The reaction was purified by LCMS (pH 10) to give 3.1 mg white solid (52% yield). 1H NMR (400 MHz, DMSO): δ 12.0 (1H, br); 8.62 (1H, s); 8.599 (1H, s); 8.22 (1H, s); 7.55 (1H, m); 7.18 (1H, m); 6.95 (1H, d); 6.91 (1H, d); 4.4 (1H, m); 3.43 (2H, br); 3.18 (2H, br); 2.82 (1H, m); 2.61 (1H, m); 2.47 (2H, br); 2.24 (2H, br); 1.78 (2H, m); 0.65 (3H, t). LCMS (M+1); 448.

Provenance & Evidence