Sodium Methoxide → HCID 2728499, compound

HRID 1501122Notes

Reaction equation

HRID 1501122 reaction equation
Cl[C:2]1[N:9]=[C:8]([CH3:10])[CH:7]=[C:6]([C:11]([F:14])([F:13])[F:12])[C:3]=1[C:4]#[N:5].[CH3:15][O-:16].[Na+]>CO>[CH3:15][O:16][C:2]1[N:9]=[C:8]([CH3:10])[CH:7]=[C:6]([C:11]([F:14])([F:13])[F:12])[C:3]=1[C:4]#[N:5]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 125364092-Chloro-6-methyl-4-(trifluoromethyl)pyridine-3-carbonitrile

Product 1

HCID 2728499HCID 2728499, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-chloro-6-methyl-4-(trifluoromethyl)nicotinonitrile (1 g, 4.5 mmol) in anhydrous methanol (20 mL) was added sodium methoxide (540 mg, 10 mmol). After stirring at room temperature for 2 hours, the resultant mixture was concentrated to give a residue. And the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=1:1) to give 2-methoxy-6-methyl-4-(trifluoromethyl)nicotinonitrile (0.9 g, 92%). LRMS (M+H) m/z: calcd 216.05. found 216.

Workup

  1. concentrationthe resultant mixture was concentrated
  2. customto give a residue
  3. customAnd the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=1:1)

Sources & evidence

ORD record
ord-26117a52c2794d1c9c4563f4b5d10429
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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