Water → HCID 68498064, compound

HRID 1947778Notes

Reaction equation

HRID 1947778 reaction equation
[CH:1]([NH:4][C:5]([CH:7]1[C:15]2[C:10](=[CH:11][C:12]([Cl:35])=[C:13]([NH:16][C:17]([C:19]3[N:20]([C:28]4[C:33]([Cl:34])=[CH:32][CH:31]=[CH:30][N:29]=4)[N:21]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:23]=3)=[O:18])[CH:14]=2)[CH2:9][CH:8]1[OH:36])=[O:6])([CH3:3])[CH3:2].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.O>ClCCl>[CH:1]([NH:4][C:5]([CH:7]1[C:15]2[C:10](=[CH:11][C:12]([Cl:35])=[C:13]([NH:16][C:17]([C:19]3[N:20]([C:28]4[C:33]([Cl:34])=[CH:32][CH:31]=[CH:30][N:29]=4)[N:21]=[C:22]([C:24]([F:27])([F:25])[F:26])[CH:23]=3)=[O:18])[CH:14]=2)[CH2:9][C:8]1=[O:36])=[O:6])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 25206573HCID 25206573, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 68498064HCID 68498064, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 5-chloro-2-hydroxy-6-{[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl]-amino}-indane carboxylic acid isopropylamide (230 mg, 0.35 mmol) in dichloromethane is treated with pyridinium chlorochromate (29 mg, 1.0 mmol), stirred for 10 hours, and treated with water. Organic layer is separated, dried over sodium sulfate, filtered, and evaporated. Purification by chromatography using ethyl acetate/hexane as eluent gives 5-chloro-6-{[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl]-amino}-indan-2-one carboxylic acid isopropylamide as solid; LC/MS: 540/542 (M+1)+; m.p.: 198-199° C.

Workup

  1. customOrganic layer is separated
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. customPurification by chromatography

Sources & evidence

ORD record
ord-db99fd525acf46bbb189b6e7fe0c87d4
Source dataset
uspto-grants-2013_03
Patent number
US08399490B2

Reaction notes

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