Hydrochloric Acid → Pyrrolidine-1-carboxylic acid (6,7-difluoro-5-phenyl-1H-indazol-3-yl)-amide

HRID 460121Notes

Reaction equation

HRID 460121 reaction equation
[F:1][C:2]1[C:10]([F:11])=[C:9]2[C:5]([C:6]([NH:20][C:21]([N:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)=[O:22])=[N:7][N:8]2COCC[Si](C)(C)C)=[CH:4][C:3]=1[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.Cl>CO>[F:1][C:2]1[C:10]([F:11])=[C:9]2[C:5]([C:6]([NH:20][C:21]([N:23]3[CH2:24][CH2:25][CH2:26][CH2:27]3)=[O:22])=[N:7][NH:8]2)=[CH:4][C:3]=1[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86593374pyrrolidine-1-carboxylic acid (6,7-difluoro-5-phenyl-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-indazol-3-yl)amide

Product 1

HCID 67367298Pyrrolidine-1-carboxylic acid (6,7-difluoro-5-phenyl-1H-indazol-3-yl)-amide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

75 mg of pyrrolidine-1-carboxylic acid (6,7-difluoro-5-phenyl-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-indazol-3-yl)amide in 3 ml of methanol are treated with 0.82 ml of 2N HCl for 1 hour at reflux. After evaporation and purification by preparative LC/MS (acetonitrile/pH 9 buffer), 36 mg of pyrrolidine-1-carboxylic acid (6,7-difluoro-5-phenyl-1H-indazol-3-yl)amide are obtained.

Workup

  1. temperatureat reflux
  2. customAfter evaporation and purification by preparative LC/MS (acetonitrile/pH 9 buffer), 36 mg of pyrrolidine-1-carboxylic acid (6,7-difluoro-5-phenyl-1H-indazol-3-yl)amide
  3. customare obtained

Sources & evidence

ORD record
ord-fbac72c69afa4722b5e8457d4d80669c
Source dataset
uspto-grants-2007_03
Patent number
US07196109B2

Reaction notes

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