Hydrochloric Acid → 1-isopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

Participants

Reaction Steps

The title compound was prepared in the same manner as described for example 139 (step a) from 10% Pd/C(degussa) (0.457 g, 0.215 mmol), and 6-chloro-3-methyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (1.09 g, 4.30 mmol) wherein the stir time was 4 h Upon acidification to pH 3 with 1M HCl, the contents were extracted with EtOAc (2×) and the combined organic layers dried over MgSO4, filtered, and concentrated in vacuo. The collected solid was dried in a vacuum oven at 45° C. for 3 h. The final product was collected as 0.826 g (84%). 1H NMR (400 MHz, DMSO-d6) d ppm 1.48 (d, J=6.57 Hz, 6 H), 2.63 (s, 3 H), 5.21 (quin, J=6.69 Hz, 1 H), 7.52 (d, J=4.55 Hz, 1 H), 8.63 (d, J=4.55 Hz, 1 H), 13.77 (br. s., 1 H). LCMS(ES) [M+H]+ 220.2

Provenance & Evidence