Hydrochloric Acid → 2-(5-(3,8-diazabicyclo[3.2.1]octane-3-carbonyl)pyridin-2-ylamino)-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide

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Reaction Conditions

Reaction Steps

To a stirring solution of 3-[6-(7-Cyclopentyl-6-dimethylcarbamoyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-pyridine-3-carbonyl]-3,8-diaza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (0.232 g, 1. mmol) in CH2Cl2 (4 mL) was added a solution of 4M HCl in dioxane (2.54 mL, 10.14 mmol, 10 eq) at 25° C. After 4 hours stirring at 25° C. the reaction mixture was filtered and washed with CH2Cl2 (5 mL). The residue was collected and taken up in water then basified with 1M NaOH and extracted with CH2Cl2 (2×15 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure to a tan solid. The crude was purified using Column Chromatography (MeOH/CH2Cl2) giving the desired product as a white solid (0.290 g, 0.594 mmol, 59%).

Provenance & Evidence