Benzyl Alcohol → HCID 57652497, compound

Participants

Reaction Steps

0.70 g (6.49 mmol) of benzyl alcohol were dissolved in 10 mL of dimethyl acetamide. 260 mg (6.49 mmol) of sodium hydride (60%) were added and the solution was stirred at room temperature. After 30 min a solution of 1.57 g (4.33 mmol) of 4-(1-chloro-isoquinolin-6-yloxy)-piperidine-1-carboxylic acid tert-butyl ester (10) in 10 mL of dimethyl acetamide was added and the resulting mixture was heated at 90° C. (bath temperature). After 8 h and standing at room temperature overnight 1.0 additional equivalents of benzyl alcohol and sodium hydride were added and heating at 90° C. was continued for 8 h. For workup, the solvent was removed i. vac. and the residue was dissolved in dichloromethane. The organic solution was washed twice with water, dried with MgSO4 and evaporated. The resulting crude product was purified by preparative HPLC. Rt=2.13 min (Method C). Detected mass: 435.2 (M+H+).

Provenance & Evidence