Cesium carbonate → HCID 66742887, compound

Participants

Reaction Conditions

Reaction Steps

5-(3-Methoxy-azetidin-1-ylmethyl)-pyridin-2-ylamine (130 mg, 0.67 mmol, Eq: 1.0), 4-bromo-6-chloro-2-methyl-2H-pyridazin-3-one (165 mg, 223 mmol, Eq: 1.1), xantphos (58 mg, 0.1 mmol, Eq: 0.15), tris(dibenzylideneacetone)dipalladium(0) (46 mg, 0.05 mmol, Eq: 0.075) and cesium carbonate (767 mg, 2.35 mmol, Eq: 3.5) were added to a microwave vial. The vial was capped and purged with argon. Degassed dioxane (4.5 ml) was added to the vial through the septum and the vial was purged again, then backfilled with argon. The reaction was heated at 90° C. overnight in a sand bath. The crude reaction mixture was filtered through celite and purified by chromatography using a gradient of 5% to 25% methanol in DCM with a little added ammonium hydroxide to give 150 mg of product (63.7%).

Provenance & Evidence