Hydrochloric Acid → HCID 72706871, compound

Participants

Reaction Steps

HCl (550 μL, 0.55 mmol) was added to a solution of 3-[4-(3-{[4-(2-{[tert-butyl(dimethyl)silyl]oxy}ethoxy)pyrimidin-2-yl]amino}-5-methylphenyl)-1H-pyrazol-1-yl]propanamide (91 mg, 0.18 mmol) in THF (1000 μL). The reaction mixture was stirred for 18 h at room temperature then diluted with water and extracted with EtOAc (2×) and chloroform:IPA (3:1). The organic layer was dried over sodium sulfate, filtered, concentrated under reduced pressure, triturated with dichloromethane:hexanes (1:1) and then purified by reverse phase HPLC (ACN/water with 0.1% formic acid modifier) to afford 3-[4-(3-{[4-(2-hydroxyethoxy)pyrimidin-2-yl]amino}-5-methylphenyl)-1H-pyrazol-1-yl]propanamide as a white solid. MS ESI calcd. for C19H23N6O3 [M+H]+ 382. found 382.

Provenance & Evidence