Potassium Phosphate, Tribasic → HCID 66802170, compound

Participants

Reaction Steps

5-Fluoro-8-methoxy-3,4-dihydro-2H-isoquinolin-1-one (I-44d: 0.12 g, 0.6 mmol) was refluxed with K3PO4 (0.32 g, 1.5 mmol), 3-Iodo-4-methyl-pyridine (0.175 g, 0.79 mmol), trans-N,N′-dimethyl-cyclohexane-1,2-diamine (0.026 g, 0.18 mmol) and CuI (0.01 g, 0.06 mmol) in 1,4-dioxane (20 mL) at 120° C. overnight. The reaction was monitored by TLC (80% ethylacetate in hexane). The reaction mass was cooled to room temperature, filtered and partitioned between DCM and water. The organic layer was washed with water, brine solution, dried over anhydrous sodium sulphate and concentrated. Purification by column chromatography on silica gel (2% methanol in chloroform) followed by preparative HPLC afforded 25 mg of the product (14.75% yield).

Provenance & Evidence