Hydrochloric Acid → HCID 22225628, compound

HRID 1744847Notes

Reaction equation

HRID 1744847 reaction equation
Cl.[F:2][C:3]1[C:11]([F:12])=[C:10]2[C:6]([C:7]([NH2:21])=[N:8][N:9]2COCC[Si](C)(C)C)=[CH:5][C:4]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CO>[F:2][C:3]1[C:11]([F:12])=[C:10]2[C:6]([C:7]([NH2:21])=[N:8][NH:9]2)=[CH:5][C:4]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 9976768HCID 9976768, compound

Product 1

HCID 22225628HCID 22225628, compoundYield 72.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.1 ml of 2N HCl are added to 661 mg of 6,7-difluoro-5-phenyl-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-indazole-3-amine in 15 ml of methanol. The reaction is subjected to microwaves for 3 minutes at 140° C. After hydrolysis with saturated KH2PO4 solution and extraction with methylene chloride, the solvents are evaporated off and the residue is chromatographed on silica (methylene chloride/ethyl acetate) to give 314 mg of 6,7-difluoro-5-phenyl-1H-indazole-3-amine.

Workup

  1. customAfter hydrolysis
  2. extractionwith saturated KH2PO4 solution and extraction with methylene chloride
  3. customthe solvents are evaporated off
  4. customthe residue is chromatographed on silica (methylene chloride/ethyl acetate)

Sources & evidence

ORD record
ord-caedc42e9cd54d1fae87da00e581d5a1
Source dataset
uspto-grants-2006_03
Patent number
US07019011B2

Reaction notes

Loading…