Oxalyl chloride → 6-Methylnicotinoyl chloride

HRID 1402764Notes

Reaction equation

HRID 1402764 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([OH:10])=O)=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:14])=O>C(Cl)Cl.CN(C=O)C>[CH3:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([Cl:14])=[O:10])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 1378606-Methylnicotinic acid

Product 1

HCID 218904586-Methylnicotinoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 6-methylpyridine-3-carboxylic acid (100 mg, 0.73 mmol) in DCM (2 mL) was added oxalyl chloride (120 μL, 1.46 mmol) and DMF (2 drops). After 2 hours the reaction mixture was concentrated at reduced pressure and the crude product used in subsequent steps without further purification.

Workup

  1. concentrationAfter 2 hours the reaction mixture was concentrated at reduced pressure
  2. customthe crude product used in subsequent steps without further purification

Sources & evidence

ORD record
ord-6493d32751d54e0493dc4361c4feb1b9
Source dataset
uspto-grants-2014_12
Patent number
US08912176B2

Reaction notes

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