Cesium carbonate → HCID 66893591, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2-[4-(benzotriazol-1-yloxy)-6-oxo-6H-pyridazin-1-yl]-4-methyl-pentanoic acid (1-methyl-1H-pyrazol-3-yl)-amide (170.3 mg, 0.403 mmol) in acetonitrile (8.4 mL, 0.048M) was treated with cesium carbonate (0.26 g, 0.798 mmol) and 1H-indol-4-ol (64.3 mg, 0.483 mmol). The resulting reaction mixture was heated at 80° C. overnight. At this time, the reaction mixture was allowed to cool to 25° C. and was treated with a saturated aqueous ammonium chloride solution (5 drops). The reaction was then concentrated in vacuo onto silica gel. Silica gel column chromatography (AnaLogix 24 g, 1-10% methanol/methylene chloride) afforded impure 2-[4-(1H-indol-4-yloxy)-6-oxo-6H-pyridazin-1-yl]-4-methyl-pentanoic acid (1-methyl-1H-pyrazol-3-yl)-amide (110.9 mg, 65%) as a brown solid.

Provenance & Evidence