1,2,3,4-Tetrahydroisoquinoline → HCID 9908293, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of the product of step D (from above) and 1,2,3,4-tetrahydroisoquinoline (150 mg, 1.1 mmol) and triethylamine (1 mL) in 5 mL of DMF was heated at 100° C. for 1 hour. The mixture was cooled diluted with water, basified with 1 N NaOH, and finally extracted with ether. The organic layer was separated, washed with brine, dried over Na2SO4 and concentrated to give about 500 mg of the crude compound as an oil. The oil was purified through silica gel column chromatography to give 160 mg of the title compound as an oil. 1H NMR (CDCl3): 0.90 (t, 3H), 1.39 (t, 3H), 2.05 (s, 6H), 2.25 (q, 2H), 2.31 (s, 3H), 2.76 (q, 2H), 2.90 (q, 2H), 3.66 (s, 2H), 3.68 (s, 2H), 4.24 (q, 2H), 6.90(s, 2H), 7.05 (m, 1H), 7.15 (m, 3H)ppm.

Provenance & Evidence