Sodium Methoxide → (5-Chloro-6-methoxypyridin-3-yl)methanol

HRID 722092Notes

Reaction equation

HRID 722092 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][OH:10])[CH:5]=[N:6][C:7]=1Cl.[CH3:11][O-:12].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][OH:10])[CH:5]=[N:6][C:7]=1[O:12][CH3:11]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 21882961(5,6-Dichloropyridin-3-yl)methanol

Product 1

HCID 14817551(5-Chloro-6-methoxypyridin-3-yl)methanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(5,6-Dichloro-pyridin-3-yl)-methanol was dissolved in a saturated solution of NaOMe in MeOH and heated to reflux overnight. Evaporation of MeOH, work-up (EtOAc) and evaporation gave the title compound. 1H-NMR (CDCl3) δ 8.03 (d, 1H), 7.72 (d, 1H), 4.65 (s, 2H), 4.04 (s, 3H).

Workup

  1. temperatureheated
  2. temperatureto reflux overnight
  3. customEvaporation of MeOH, work-up (EtOAc) and evaporation

Sources & evidence

ORD record
ord-dc864135706449daa346ce33a5d13f37
Source dataset
uspto-grants-2006_11
Patent number
US07138401B2

Reaction notes

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