Triethylamine → HCID 178503431, compound

Participants

Reaction Steps

To a solution of 6-chloro-3-(2-methylsulfanyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidine (from Example 7 supra) (2.5 g, 9.0 mmol) in 2-propanol (100 mL) was added trans-tert-butyl 4-aminocyclohexylcarbamate (2.2 g, 9.9 mmol) followed by triethylamine (1.0 g, 9.9 mmol). The reaction mixture was stirred and heated at reflux for 15 hours. The solvent was then removed under reduced pressure. The residue was extracted with dichloromethane (200 mL) and washed with water (3×25 mL), dried over anhydrous sodium sulfate, filtered and concentrated to afford {4-[3-(2-methylsulfanyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino]-cyclohexyl}-carbamic acid tert-butyl ester. (Yield 2.5 g, 61.0%).

Provenance & Evidence