2-Naphthol → HCID 68508122, compound

Participants

Reaction Steps

To a solution of (−)-2-methyl-8-(pyridazin-3-yl)-2,3,4,5-tetrahydro-1H-benzo[c]azepin-5-ol (80 mg, 0.31) from Step H above in THF (5 mL) was added napthalen-2-ol (67 mg, 0.47 mmol), tributylphosophine (95 mg, 0.47 mmol) and 1,1′-(azodicarboyl)dipiperidine (118 mg, 0.47 mmol) at room temperature. The reaction mixture was stirred at room temperature for 3 hours. The mixture was diluted with dichloromethane and washed with water, brine, dried over sodium sulfate and concentrated. The residue was purified by chromatography (98:2 to 95:5 ethyl acetate/methanol), followed by HPLC to give the (+)-5-(naphthalen-2-yloxy)-8-(pyridazin-3-yl)-2,3,4,5-tetrahydro-1H-benzo[c]azepine (60 mg, 48%) as a gum-like solid.

Provenance & Evidence