Sodium Hydroxide → HCID 89544017, compound

Participants

Reaction Steps

To a solution of methyl 6-chloro-1-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate (370 mg, 1.393 mmol) in ethanol (30 mL) was added 1N sodium hydroxide (1.393 mL, 1.393 mmol) and heated at reflux for 2 hours. The solvent was removed in vacuo, the residue dissolved in 20 mL of water, and acidified with acetic acid. The contents were extracted with EtOAc (4×30 mL). The combined organic layers were washed with water, brine, dried over MgSO4, filtered and concentrated in vacuo. The product was collected as 297 mg. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.77-1.43 (m, 4 H), 2.55 (s, 3 H), 3.63-4.15 (m, 1 H), 7.52 (s, 1 H), 14.18 (br. s., 1 H). LCMS(ES) [M+H]+252.4

Provenance & Evidence