1,2-Dichloroethane → 1-Ethyl-N-(2-hydroxy-1-methylethyl)(tetrahydro-2H-pyran-4 ylamino)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide

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Reaction Steps

Intermediate 17 (0.1 g, 0.34 mmol), EDC (0.066 g, 0.34 mmol) and HOBT (0.05 g, 0.37 mmol) were suspended in DMF (2 ml) and stirred at room temperature under nitrogen for 15 min. 2-aminopropan-1-ol (0.026 g, 0.34 mmol) and triethylamine (0.036 g, 0.36 mmol) were added and the mixture was stirred at room temperature under nitrogen for 6 hours. Solvents were removed in vacuo and the residue partitioned between DCM and water. The organic layer was concentrated and applied to an SPE cartridge (aminopropyl, 5 g), which was eluted with methanol. Concentration in vacuo afforded Intermediate 34 (0.095 g). LCMS showed MH+=348, TRET=2.15 min.

Provenance & Evidence