Trifluoroacetic acid → 4-(2-Chlorophenylamino)-5,6-difluoro-1,2-dihydroindazol-3-one

HRID 1723694Notes

Reaction equation

HRID 1723694 reaction equation
COC(=O)[C:4]1[C:9]([NH:10][NH:11][C:12](OC(C)(C)C)=[O:13])=[CH:8][C:7]([F:19])=[C:6]([F:20])[C:5]=1[NH:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[Cl:28].C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:28][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[NH:21][C:5]1[C:6]([F:20])=[C:7]([F:19])[CH:8]=[C:9]2[C:4]=1[C:12](=[O:13])[NH:11][NH:10]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 865985976-(N'-tert-Butoxycarbonylhydrazino)-2-(2-chlorophenylamino)-3,4-difluorobenzoic acid methyl ester

Product 1

HCID 674033074-(2-Chlorophenylamino)-5,6-difluoro-1,2-dihydroindazol-3-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-(N′-tert-Butoxycarbonylhydrazino)-2-(2-chlorophenylamino)-3,4-difluorobenzoic acid methyl ester (1.00 equivalent) is treated with a 1:1 mixture of methylene chloride and TFA and stirred for 2 hours The reaction mixture is concentrated under reduced pressure and the product is purified by trituration or flash column chromatography if needed.

Workup

  1. concentrationis concentrated under reduced pressure
  2. customthe product is purified by trituration or flash column chromatography

Sources & evidence

ORD record
ord-f465b05b652b48fc9d63acece16c8913
Source dataset
uspto-grants-2009_02
Patent number
US07485643B2

Reaction notes

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