Sodium Hydroxide → HCID 67124417, compound

Participants

Reaction Steps

Ethyl 1-(1,1-dimethylethyl)-3-methyl-6-(3-pyridinyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate (68 mg, 0.201 mmol) was suspended in ethanol (2 mL) followed by addition of sodium hydroxide (0.335 mL, 1.005 mmol). The mixture was stirred at room temperature for 2. 5 h. The mixture was concentrated and the residue was diluted with water (1 mL) and acidified to pH 3 using 1N HCl. The precipitate was collected by filtration and further dried under high vacuum to give the product as an HCl salt, 60 mg (86%). LCMS E-S (M+H)=311.5. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.82 (s, 9 H), 2.60 (s, 3 H), 7.60 (dd, J=7.96, 4.67 Hz, 1 H), 8.08 (s, 1 H), 8.57 (dt, J=8.34, 1.89 Hz, 1 H), 8.70 (dd, J=4.80, 1.52 Hz, 1 H), 9.39 (d, J=1.52 Hz, 1 H), 14.03 (br. s., 1 H).

Provenance & Evidence