Hydrochloric Acid → 2-(Pyridin-2-yl)quinoline-4-carboxylic acid

HRID 635530Notes

Reaction equation

HRID 635530 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1(C([O-])=O)[CH:16]=[C:15]([C:17]([OH:19])=[O:18])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8]1.[Na+].Cl>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:16]=[C:15]([C:17]([OH:19])=[O:18])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 70240266Sodium 2-(2-pyridinyl)-4-carboxyquinoline carboxylate

Product 1

HCID 241032-(Pyridin-2-yl)quinoline-4-carboxylic acid

Procedure

The free acid is prepared by neutralizing an aqueous solution of the sodium 2-(2-pyridyl)4-carboxyquinoline carboxylate 3 with 10% HCl. The acid is somewhat soluble in acidic solution, and care should be taken not to overacidify; a pH of 7 is optimum. The solid is filtered, washed with 40 mL of acetone and allowed to air dry.

Workup

  1. customThe free acid is prepared
  2. filtrationThe solid is filtered
  3. washwashed with 40 mL of acetone
  4. customto air dry

Sources & evidence

ORD record
ord-92b507d6d05d43c5807120a7a4f9671d
Source dataset
uspto-grants-2001_02
Patent number
US06187928B1

Reaction notes

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