Hydrogen Bromide → HCID 178494317, compound

Participants

Reaction Steps

A mixture of 1,4-dimethoxy-phthalazine-6-carboxylic acid (4-trifluoromethyl-pyridin-2-yl)-amide (0.24 g, 0.634 mmol), dioxane (3 mL) and 48% HBr (0.1 mL) was stirred at room temperature for 18 hours. The reaction was poured onto water, neutralized with 2N NaOH and extracted with EtOAc. The combined organic layers were washed with water, brine and dried (Na2SO4). Chromatography (Hex/EtOAc) afforded 4-hydroxy-1-methoxy-phthalazine-6-carboxylic acid (4-trifluoromethyl-pyridin-2-yl)-amide (5 mg), m/z (M+1) 379.11; and 1-hydroxy-4-methoxy-phthalazine-6-carboxylic acid (4-trifluoromethyl-pyridin-2-yl)-amide (16 mg), 1H NMR (600 MHz, CDCl3) δ: 3.94 (s, 3H), 7.26 (d, 1H), 8.29 (dd, 1H), 8.41 (d, 1H), 8.46 (d, 1H), 8.50 (s, 1H), 8.62 (s, 1H), 9.75 (s, 1H), 10.53 (s, 1H) ppm. m/z 364.95.

Provenance & Evidence