Formic Acid → 3-Bromo-4-methylpyridin-2-ol
Reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[CH:6][C:7]=1[CH3:8].C(O)=[O:11].O>>[Br:1][C:2]1[C:3](=[O:11])[NH:4][CH:5]=[CH:6][C:7]=1[CH3:8]Participants
4
Conditions
- Temperature
- 120 °C
Procedure
To a resealable pressure vessel charged with 3-bromo-2-chloro-4-picoline (1.200 g, 5.81 mmol) was added formic acid (13.1 ml, 348 mmol) and H2O (4.00 ml, 222 mmol). The tube was sealed and the solution heated to 120° C. After 72 hrs, the solution was cooled to RT and concentrated in vacuo. The residue was purified by reverse phase chromatography (neutral) to afford 3-bromo-4-methylpyridin-2(1H)-one as a white solid. MH+=188.0.
Workup
- customThe tube was sealed
- temperaturethe solution was cooled to RT
- concentrationconcentrated in vacuo
- customThe residue was purified by reverse phase chromatography (neutral)
Sources & evidence
- ORD record
- ord-9727dddafa00410d90be07294933a1b1
- Source dataset
- uspto-grants-2011_02
- Patent number
- US07893061B2
Reaction notes
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