Sodium Methoxide → HCID 22566323, compound

HRID 1043918Notes

Reaction equation

HRID 1043918 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[N:3]=1.[CH3:10][O-:11].[Na+]>CN(C=O)C>[CH3:10][O:11][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[N:3]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 125083782-Chloro-4,6-dimethylpyridine

Product 1

HCID 22566323HCID 22566323, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

2-chloro-4,6-dimethylpyridine (CAS number: 30838-93-8) (400 mg) was added to DMF (3.3 mL). Sodium methoxide (28% solution in methanol, 2.6 mL) was added to the solution, and the mixture was stirred at 100° C. for 12 hours. The reaction mixture was partitioned by adding ethyl acetate and water. The organic layer was dried over anhydrous magnesium sulfate. The desiccant was removed by filtration. The filtrate was concentrated under reduced pressure to give the title compound (380 mg) as a 50% solution in DMF.

Workup

  1. customThe reaction mixture was partitioned
  2. additionby adding ethyl acetate and water
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. customThe desiccant was removed by filtration
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3d1466d10dc44612aa5c2d7506d91a2b
Source dataset
uspto-grants-2013_10
Patent number
US08563565B2

Reaction notes

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