Boron tribromide → 3-(3-Amino-6-chloro-4-fluoro-1-(2-(trifluoromethyl)pyridin-4-yl)-1H-isoindol-1-yl)phenol

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Reaction Steps

Boron tribromide (0.472 mL, 4.99 mmol) was added to a solution of 6-chloro-4-fluoro-1-(3-methoxyphenyl)-1-(2-(trifluoromethyl)pyridin-4-yl)-1H-isoindol-3-amine (870 mg, 2.00 mmol) in DCM (10 mL) at 0° C. under an argon atmosphere. The cooling bath was removed and the resulting mixture was stirred at rt for 45 min. The mixture was cooled to 0° C. and subsequently ice was added. The pH was adjusted to ˜8 with 4 M aq NaOH. The DCM was removed in vacuo and the resulting residue was extracted with EtOAc. The combined organics were dried over Na2SO4, concentrated and purified on a silica gel column eluted with 0-10% 0.1M NH3 in MeOH in DCM to afford 200 mg (24%) of the title compound.

Provenance & Evidence