Methylamine → 3-Iodo-N-methylpyridin-2-amine

HRID 333556Notes

Reaction equation

HRID 333556 reaction equation
F[C:2]1[C:7]([I:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:9][NH2:10]>>[I:8][C:7]1[C:2]([NH:10][CH3:9])=[N:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 70095012-Fluoro-3-iodopyridine

Product 1

HCID 140471463-Iodo-N-methylpyridin-2-amineYield 95%

Procedure

A 1 L round bottom flask was charged with 2-fluoro-3-iodopyridine (27.0 g, 121 mmol) and 500 mL of 40% aqueous solution of methylamine. This was stirred at reflux for 4 h before being cooled to ambient temperature. The product was extracted with dichloromethane. Evaporation of the dichloromethane gave 3-iodo-N-methylpyridin-2-amine (26.8 g, 95% yield).

Workup

  1. temperatureat reflux for 4 h
  2. extractionThe product was extracted with dichloromethane
  3. customEvaporation of the dichloromethane

Sources & evidence

ORD record
ord-a99fea72260e4f50968c688851281af9
Source dataset
uspto-grants-2014_11
Patent number
US08883322B2

Reaction notes

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