Hydrochloric Acid → HCID 178518922, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (1,4-Dichloro-phthalazin-6-yl)-(3-trifluoromethyl-benzyl)-amine (39 mg, 0.105 mmol), 2N NaOH (0.52 mL, 1.05 mmol) and dioxane (3 mL) was heated to 85° C. for 64 hours. The reaction was diluted with water, acidified with conc. HCl to ˜pH 4 and extracted with EtOAc (×3). The combined organic phase was washed with brine, dried (Na2SO4) and concentrated. Chromatography (Hex/EtOAc) afforded 4-chloro-7-(3-trifluoromethyl-benzylamino)-phthalazin-1-ol (13 mg), 1H NMR (600 MHz, CDCl3) δ: 4.36 (d, 2H), 6.25 (t, 1H), 7.00 (dd, 1H), 7.22 (d, 1H), 7.28-7.42 (m, 3H), 7.46 (s, 1H), 7.57 (d, 1H), 11.49 (s, 1H) ppm. m/z 354.08; and 4-chloro-6-(3-trifluoromethyl-benzylamino)-phthalazin-1-ol (8 mg), 1H NMR (500 MHz, CDCl3) δ: 4.36 (d, 2H), 6.28 (t, 1H), 6.74 (d, 1H), 6.92 (dd, 1H), 7.32-7.46 (m, 3H), 7.51 (s, 1H), 7.95 (d, 1H), 11.60 (s, 1H) ppm. m/z 354.08.

Provenance & Evidence