Acetic acid--water (1/1) → 5-Fluoro-4-iodopyridin-2-ol

HRID 84292Notes

Reaction equation

HRID 84292 reaction equation
F[C:2]1[CH:7]=[C:6]([I:8])[C:5]([F:9])=[CH:4][N:3]=1.C(O)(=[O:12])C.O>>[F:9][C:5]1[C:6]([I:8])=[CH:7][C:2](=[O:12])[NH:3][CH:4]=1

Participants

3

Reactant 2

HCID 21899381Acetic acid--water (1/1)HCID 532492112,5-Difluoro-4-iodopyridine

Product 1

HCID 706645935-Fluoro-4-iodopyridin-2-olYield 99%

Procedure

2,5-Difluoro-4-iodopyridine (500 mg, 2.08 mmol) was suspended in acetic acid:water (2:1, 30 mL). The mixture was heated to reflux and stirred at this temperature overnight. The reaction was concentrated to dryness to afford the title compound as a yellow solid (491 mg, 99.0%). 1H NMR (400 MHz, DMSO-d6) δ ppm 7.02 (d, J=5.07 Hz, 1 H) 7.69 (d, J=2.34 Hz, 1 H).

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. concentrationThe reaction was concentrated to dryness

Sources & evidence

ORD record
ord-3aa3edf756ee463496dc609dd65cb154
Source dataset
uspto-grants-2014_09
Patent number
US08846933B2

Reaction notes

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