Methanol → HCID 10045493, compound

Participants

Reaction Conditions

Reaction Steps

To a room temperature solution of 23 mg (0.058 mmol) of 1-(3,5-dimethylbenzyl)-3-(5-fluoro-2-methoxyphenyl)-3-methyl-1-trifluoromethylbutylamine (Example 2) in 0.5 mL of CH2Cl2 was added 0.5 mL (0.5 mmol) of a 1 M solution of BBr3 in CH2Cl2. After 1 h, the reaction was cooled to 0° C. and MeOH was added. The reaction was concentrated in vacuo and partitioned between aqueous sodium bicarbonate and EtOAc. The aqueous layer was separated and extracted with EtOAc. The combined organic layers were dried (MgSO4), filtered and concentrated to afford an oil. The crude material was purified on a short silica gel column eluting with hexanes-EtOAc (95:5) to afford 7 mg (33%) of the title compound.

Provenance & Evidence