反应详情

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.

1. customThe cooling bath was removed
2. temperatureThe mixture was cooled to 0° C.
3. additionsubsequently ice was added
4. customThe DCM was removed in vacuo
5. extractionthe resulting residue was extracted with EtOAc
6. dry with materialThe combined organics were dried over Na2SO4
7. concentrationconcentrated
8. custompurified on a silica gel column
9. washeluted with 0-10% 0.1M NH3 in MeOH in DCM