Hydrochloric Acid → HCID 178429754, compound

HRID 1988938Notes

Reaction equation

HRID 1988938 reaction equation
Cl.[CH:2]1([NH:5][C:6](=[O:36])[C:7]2[CH:12]=[C:11]([C:13]3[CH:21]=[C:20]4[C:16]([C:17]([S:30]([CH3:33])(=[O:32])=[O:31])=[N:18][N:19]4COCC[Si](C)(C)C)=[CH:15][CH:14]=3)[C:10]([CH3:34])=[C:9]([F:35])[CH:8]=2)[CH2:4][CH2:3]1>>[CH:2]1([NH:5][C:6](=[O:36])[C:7]2[CH:12]=[C:11]([C:13]3[CH:21]=[C:20]4[C:16]([C:17]([S:30]([CH3:33])(=[O:32])=[O:31])=[N:18][NH:19]4)=[CH:15][CH:14]=3)[C:10]([CH3:34])=[C:9]([F:35])[CH:8]=2)[CH2:3][CH2:4]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 58656469N-cyclopropyl-3-fluoro-4-methyl-5-[3-(methylsulfonyl)-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-indazol-6-yl]benzamide2×

Product 1

HCID 178429754HCID 178429754, compoundYield 75.7%

Procedure

Conc. hydrochloric acid ((0.5 ml) was added to a solution of N-cyclopropyl-3-fluoro-4-methyl-5-[3-(methylsulfonyl)-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-indazol-6-yl]benzamide (Intermediate 77) (0.15 g) then stirred at reflux for 12 h. The solvent was evaporated and the residue was purified by column chromatography on silica, eluting with cyclohexane:ethyl acetate (1:1 to 1:2) to give the title compound (0.085 g).

Workup

  1. temperatureat reflux for 12 h
  2. customThe solvent was evaporated
  3. customthe residue was purified by column chromatography on silica
  4. washeluting with cyclohexane:ethyl acetate (1:1 to 1:2)

Sources & evidence

ORD record
ord-e93db7e4d07b44d0a499492fe50bdffe
Source dataset
uspto-grants-2010_01
Patent number
US07642276B2

Reaction notes

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