Methanol → HCID 68518415, compound

Participants

Reaction Conditions

Reaction Steps

3-cyano-6-methoxy-4-pyridin-2-yl-1,2-dihydroisoquinolin-1-yl trifluoromethanesulfonate (0.267 g, 0.652 mmol), DMF (3.5 mL), MeOH (1.75 mL) and H2O (0.012 mL, 0.652 mmol) were combined in a r.b. flask and bubbled CO through this mixture for 3 min. Triethylamine (0.132 g, 1.305 mmol), dppf (0.072 g, 0.13 mmol) and Pd(OAc)2 (0.015 g, 0.065 mmol) were added to the above mixture and CO was bubbled for 1 min. Stirred under atmospheric CO at 70° C. for 2 h. Cooled to rt. Partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc (2×). Combined organic layers were dried over Na2SO4 and concentrated. Purified by flash chromatography: 5% to 70% EA in hexanes. Tan solid (0.067 g, 32%).

Provenance & Evidence