Dimethylamine → 6-(Dimethylamino)-3-pyridinecarboxylic acid

HRID 1019061Notes

Reaction equation

HRID 1019061 reaction equation
Cl[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1.[CH3:11][NH:12][CH3:13]>O>[CH3:11][N:12]([CH3:13])[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 792226-Chloronicotinic acid

Product 1

HCID 992096-(Dimethylamino)-3-pyridinecarboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6-Chloronicotinic acid (0.5 g, 3.17 mmol) and dimethyl amine 10 ml, 40% in water) were heated in a sealed pressure vessel at 130° C. for 6 h. The solvent was then removed and the residue was taken up in water and the pH was adjusted to 4-5. Extraction with dichloromethane yielded the pure intermediate depicted above (0.1 g, 20%).

Workup

  1. customThe solvent was then removed
  2. extractionExtraction with dichloromethane
  3. customyielded the pure intermediate

Sources & evidence

ORD record
ord-4ecc7b4a970c430fb12b8b6c97052c11
Source dataset
uspto-grants-2002_11
Patent number
US06486183B1

Reaction notes

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