Hydrochloric Acid → HCID 56656453, compound

Participants

Reaction Steps

To a solution of (R)-6-tert-butyl-2-(3-(5-(1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-1H-pyrazol-3-ylamino)-1-methyl-6-oxo-1,6-dihydropyridazin-3-yl)-2-(hydroxymethyl)phenyl)-8-fluorophthalazin-1(2H)-one (135 mg, 0.21 mmol) in tetrahydrofuran (4 ml) was added a solution of hydrochloric acid (1.0 N, 4 ml) and the resulting solution was stirred at room temperature overnight. The resulting mixture was poured into a saturated aqueous ammonium chloride solution and extracted with dichloromethane (2×50 mL). The organic layers were combined and dried over magnesium sulfate. The mixture was filtered and evaporated and the residue crystallized from dichloromethane and isopropyl acetate. The crystals were washed with ether and dried to give 6-tert-butyl-2-(3-{5-[1-((R)-2,3-dihydroxy-propyl)-1H-pyrazol-3-ylamino]-1-methyl-6-oxo-1,6-dihydro-pyridazin-3-yl}-2-hydroxymethyl-phenyl)-8-fluoro-2H-phthalazin-1-one (52 mg, 41%) as a light yellow solid: mp. 245-250° C.; 1H NMR (300 MHz, DMSO-d6) δ ppm 1.38 (s, 9H) 3.67-4.24 (m, 6H) 4.27-5.06 (m, 5H) 6.19 (d, J=2.27 Hz, 1H) 7.18-7.96 (m, 7H) 8.51 (d, J=2.27 Hz, 1H) 9.23 (s, 1H).

Provenance & Evidence