Pyridinium chloride → HCID 19696998, compound

HRID 863623Notes

Reaction equation

HRID 863623 reaction equation
[C:1]([N:9]1[C:17]2[C:12](=[C:13]([C:20]([F:23])([F:22])[F:21])[C:14]([O:18]C)=[CH:15][CH:16]=2)[C:11]([CH2:24][C:25]([OH:27])=[O:26])=[CH:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.N1C=CC=CC=1>>[C:1]([N:9]1[C:17]2[C:12](=[C:13]([C:20]([F:21])([F:22])[F:23])[C:14]([OH:18])=[CH:15][CH:16]=2)[C:11]([CH2:24][C:25]([OH:27])=[O:26])=[CH:10]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 19696994HCID 19696994, compound

Product 1

HCID 19696998HCID 19696998, compound

Procedure

0.001 mole of 1-benzoyl-5-methoxy-4-trifluoromethyl-3-indolyl acetic acid is added portionwise, with stirring, to 1.5 g. of pyridine hydrochloride at 160°-220°. On cooling, the residue is extracted with saturated sodium bicarbonate solution and made neutral with 1.0N HCl. The solution is then extracted with ether, and the ether extracts washed well with water and dried over sodium sulfate. The ether solution is concentrated to give 1-benzoyl-5-hydroxy-4-trifluoromethyl-3-indolyl acetic acid.

Workup

  1. customat 160°-220°
  2. temperatureOn cooling
  3. extractionthe residue is extracted with saturated sodium bicarbonate solution
  4. extractionThe solution is then extracted with ether
  5. washthe ether extracts washed well with water
  6. dry with materialdried over sodium sulfate
  7. concentrationThe ether solution is concentrated

Sources & evidence

ORD record
ord-c6bf32ba32384019aa809ff9f15eb99d
Source dataset
uspto-grants-1998_02
Patent number
US05721347

Reaction notes

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