Sodium Hydroxide → 6-(cyclopropylamino)pyridine-3-carboxylic acid

HRID 2390879Notes

Reaction equation

HRID 2390879 reaction equation
[CH:1]1([NH:4][C:5]2[CH:15]=[CH:14][C:8]([C:9]([O:11]CC)=[O:10])=[CH:7][N:6]=2)[CH2:3][CH2:2]1.[OH-].[Na+]>CCO>[CH:1]1([NH:4][C:5]2[CH:15]=[CH:14][C:8]([C:9]([OH:11])=[O:10])=[CH:7][N:6]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 29564077HCID 29564077, compound

Product 1

HCID 284000386-(cyclopropylamino)pyridine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 332 (0.71 g, 3.44 mmol, 1M NaOH (6.89 mL, 6.89 mmol) and EtOH (10 mL) was stirred and heated to 80° for 2 h. The solvent was evaporated and the residue dissolved in H2O and the pH adjusted to ca. 2. The resulting precipitate was filtered, washed with water, air dried. to afford 168 mg of 6-cyclopropylamino-nicotinic acid (334) as a white powder.

Workup

  1. temperatureheated to 80° for 2 h
  2. customThe solvent was evaporated
  3. dissolutionthe residue dissolved in H2O
  4. filtrationThe resulting precipitate was filtered
  5. washwashed with water, air
  6. customdried

Sources & evidence

ORD record
ord-cc7a874785da4a3eb41c3ff4dd84d002
Source dataset
uspto-grants-2012_09
Patent number
US08273773B2

Reaction notes

Loading…