2-Pyridinecarbonitrile, 4-methoxy-3,5-dimethyl- → 3,5-Dimethyl-2-hydroxymethyl-4-methoxy-pyridine

HRID 974081Notes

Reaction equation

HRID 974081 reaction equation
[CH3:1][C:2]1[C:3]([C:11]#N)=[N:4][CH:5]=[C:6]([CH3:10])[C:7]=1[O:8][CH3:9].CC1C(CN)=NC=C(C)C=1[O:20]C.N([O-])=O.[Na+]>>[CH3:1][C:2]1[C:3]([CH2:11][OH:20])=[N:4][CH:5]=[C:6]([CH3:10])[C:7]=1[O:8][CH3:9]

Participants

4

Reactant 3

HCID 110737382-Pyridinecarbonitrile, 4-methoxy-3,5-dimethyl-HCID 14645997(4-Methoxy-3,5-dimethylpyridin-2-yl)methanamineHCID 23668193Sodium Nitrite

Product 1

HCID 7378233,5-Dimethyl-2-hydroxymethyl-4-methoxy-pyridine

Procedure

The invention accordingly relates to a process for the preparation of compounds of formula I ##STR2## in which X is the radical OH or Cl , comprising catalytical hydrogenation of 3,5-dimethyl-4-methoxy-2-cyanopyridine of formula II in the presence of an inert diluent, the resulting 3,5-dimethyl-4-methoxy-2-aminomethylpyridine of formula III ##STR3## being then reacted with sodium nitrite in aqueous-acidic solution to give 3,5-dimethyl-4-methoxy-2-hydroxymethylpyridine and, if desired, the latter being then reacted with thionyl chloride to give 3,5-dimethyl-4-methoxy-2-chlormethylpyridine.

Workup

  1. customThe invention accordingly relates to a process for the preparation of compounds of formula I ##STR2## in which X

Sources & evidence

ORD record
ord-607c2f72dc5445358a1317f680d26e72
Source dataset
uspto-grants-1991_11
Patent number
US05066810

Reaction notes

Loading…