Dimethylamine → 2-((Dimethylamino)methyl)pyridin-3-ol

HRID 2389917Notes

Reaction equation

HRID 2389917 reaction equation
O[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[CH3:8][NH:9][CH3:10].[CH2:11]=[O:12]>O>[CH3:8][N:9]([CH2:7][C:6]1[C:11]([OH:12])=[CH:2][CH:3]=[CH:4][N:5]=1)[CH3:10]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 712FormaldehydeHCID 178418642HCID 178418642, compound

Product 1

HCID 751082-((Dimethylamino)methyl)pyridin-3-olYield 65%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 4-hydroxypyridine (200 g, 2.10 mol) in water (500 mL) were added 50% aqueous dimethylamine (228 g) solution and 36% aqueous formalin (210 g) solution, and the mixture was stirred at 50° C. for 4 hr. The solvent was evaporated under reduced pressure, and the resulting crystals were collected by filtration to give the title compound (207 g, yield 65%).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. filtrationthe resulting crystals were collected by filtration

Sources & evidence

ORD record
ord-cc77247631014b648cf12109add3ef49
Source dataset
uspto-grants-2012_09
Patent number
US08273761B2

Reaction notes

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