tert-Butanol → HCID 131732418, compound

Participants

Reaction Conditions

Reaction Steps

Palladium acetate (0.58 mg, 0.0025 mmol), X-Phos (3.69 g, 0.0077 mmol), t-BuOH (0.66 g, 0.005 mol) and water were taken in a sealed tube under argon atmosphere. The reaction mixture was heated to 80° C. for 1 minute. This was followed by the addition of K2CO3 (49.9 mg, 0.3620 mmol), 8-chloro-7-fluoro-2-(4-methyl-pyridin-3-yl)-3,4-dihydro-2H-isoquinolin-1-one (34A: 75 mg, 0.2586 mmol) and C-cyclopropyl-methylamine (22 mg, 0.3103 mmol) under argon atmosphere. The resulting mixture was refluxed at 110° C. for 1 hour. The reaction was monitored by TLC (100% ethylacetate). The reaction mixture was partitioned between water and ethylacetate. The organic layer was washed with brine solution, dried over Na2SO4 and concentrated. Purification by column chromatography on silica gel (50% ethylacetate in hexane), followed by preparative HPLC afforded 9 mg of the product (10.72% yield).

Provenance & Evidence