1,2-Dichloroethane → HCID 89783109, compound

Participants

Reaction Steps

To 6-methoxy-5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinic acid (0.020 g, 0.059 mmol) in DMF (3 mL) were added ammonium chloride (0.016 g, 0.297 mmol), HOBt (0.011 g, 0.083 mmol), and EDC (0.017 g, 0.089 mmol), followed by N-ethyl-N-isopropylpropan-2-amine (0.052 mL, 0.297 mmol). The reaction mixture was stirred for 1 hour at room temperature. The crude reaction mixture was purified by preparative HPLC, eluting with a gradient of 30-40% acetonitrile (containing 0.035% TFA) in H2O (containing 0.05% TFA) over a period of 7 minutes. The product-containing fractions were combined and the volatiles removed in vacuo to give a TFA salt of the title compound as white solid (0.012 g, 60%). 1H NMR (400 MHz, DMSO-d6) δ ppm 3.99 (s, 3H), 7.45-7.51 (m, 1H), 7.70-7.83 (m, 1H), 7.98 (s, 1H), 8.03-8.12 (m, 2H), 8.13 (s, 1H); ESI-MS m/z [M+H]+ calc'd for C15H11F3N4O2, 337.1. found 337.15.

Provenance & Evidence