3,4-Dichloro-2-(hydroxymethyl)pyridine → 2-[(3-Chloro-2-hydroxymethyl-pyridin-4-yl)-methylamino]-ethanol

HRID 1275573Notes

Reaction equation

HRID 1275573 reaction equation
[Cl:1][C:2]1[C:3]([CH2:9][OH:10])=[N:4][CH:5]=[CH:6][C:7]=1Cl>CNCCO>[Cl:1][C:2]1[C:3]([CH2:9][OH:10])=[N:4][CH:5]=[CH:6][C:7]=1[N:4]([CH2:3][CH2:9][OH:10])[CH3:5]

Participants

3

Reactant 1

HCID 221173013,4-Dichloro-2-(hydroxymethyl)pyridine

Product 1

HCID 537528042-[(3-Chloro-2-hydroxymethyl-pyridin-4-yl)-methylamino]-ethanol

Reagents, catalysts & solvents 1

HCID 80162-(Methylamino)ethanolSolvent

Procedure

A mixture of 3,4-dichloro-2-hydroxymethylpyridine (J. Med. Chem. 1989, 32, 1970) (2.5 g) in 2-methylaminoethanol (30 ml) is heated at 160° C. for 2.5 h in a steel autoclave, the excess amine is stripped off in a high vacuum and the residue which remains is chromatographed on silica gel (dichloromethane/methanol 95/5). Yield: 2.3 g as a yellowish oil.

Workup

  1. customthe residue which remains is chromatographed on silica gel (dichloromethane/methanol 95/5)

Sources & evidence

ORD record
ord-a6007fa1b5ea4fa3af1401b98d179152
Source dataset
uspto-grants-2000_12
Patent number
US06162809

Reaction notes

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