Potassium Phosphate, Tribasic → HCID 66742743, compound

Participants

Reaction Conditions

Reaction Steps

6-Chloro-4-[5-(3-methoxy-azetidin-1-ylmethyl)-pyridin-2-ylamino]-2-methyl-2H-pyridazin-3-one (100 mg, 0.29 mmol, Eq: 1.0), acetic acid 2-(6-tert-butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl ester (247 mg, 0.5 mmol, Eq: 1.75), bis(dibenzylideneacetone)palladium (8.2 mg, 0.014 mmol, Eq: 0.05), x-phos (13.6 mg, 0.028 mmol, Eq: 0.10), and tripotassium phosphate (121 mg, 0.57 mmol, Eq: 2.0) were added to a microwave vial. The vial was capped and purged with nitrogen. Butanol (2.3 ml) and water (0.5 ml) were added and the vial was purged again, then backfilled with nitrogen. The reaction was heated at 110° C. for 2.5 hrs in a sand bath. The crude reaction was filtered through celite and purified by chromatography using a gradient of 0% to 25% methanol in DCM. Fractions containing the desired product were combined with those in which the acetate protecting group had been removed during the course of the reaction to give 175 mg of material (approximately 92%).

Provenance & Evidence