Reaction #684974

Reaction equation

ethyl acetate

Trifluoroacetic acid

compound

2-(4-Bromo-2-fluorobenzyl)-3-(methoxymethoxy)pyridine

sodium hydrogencarbonate

→

title compound

Yield 84.1%

2-(4-Bromo-2-fluorobenzyl)-3-pyridinol

Yield 84.1%

Solvents

methylene chloride

Conditions

Workup

1. 1
   workup.ADDITIONwas added
2. 2
   WashThe ethyl acetate layer was washed with saturated brine
3. 3
   Concentrationconcentrated under reduced pressure
4. 4
   OtherThe residue was purified by silica gel column chromatography

Procedure

Trifluoroacetic acid (1 ml) was added to the compound of Example B244 (134 mg, 0.411 mmol) in methylene chloride (4 ml), and this reaction mixture was stirred at room temperature overnight. After neutralizing the mixture with saturated aqueous sodium hydrogencarbonate, ethyl acetate was added. The ethyl acetate layer was washed with saturated brine and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (97.5 mg).

Source