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

HRID 858187Notes

Reaction equation

HRID 858187 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-7cf0de266b32420c83fc34c6be4cda80
Source dataset
uspto-grants-2006_12
Patent number
US07148243B2

Reaction notes

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