Sodium Bicarbonate → HCID 178434452, compound

Participants

Reaction Steps

Prepared by a 2-step process from 2-(4-(4-amino-2-fluorophenoxy)-1H-pyrazolo[3,4-b]pyridin-3-yl)ethanol and 2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxylic acid (prepared as in Example 19, Step C) according to the procedure described for Example 21, Steps A and B, except that the crude was treated with aqueous NaHCO3 solution. The crude was purified by silica gel flash column chromatography (4% MeOH in CH2Cl2) to afford 6.6 mg (64%) of the desired product. LRMS (ESI pos) m/e 505.2 (M+1). 1H NMR (400 MHz, CDCl3/CD3OD) δ 8.41 (d, 1H), 8.32 (d, 1H), 8.25 (d, 1H), 8.0 (dd, 1H), 7.64 (m, 2H), 7.46 (m, 1H), 7.33 (t, 1H), 7.28 (m, 2H), 6.26 (d, 1H), 4.06 (t, 2H), 3.38 (t, 2H); 19F NMR (376 MHz, CDCl3/CD3OD) δ −112.4, −127.5.

Provenance & Evidence