HCID 68420963, compound → HCID 68422102, compound

HRID 503192Notes

Reaction equation

HRID 503192 reaction equation
C(OC(=O)[NH:10][C:11]1[C:12]([F:46])=[C:13]2[C:17](=[CH:18][CH:19]=1)[N:16]([C:20]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[N:15]=[C:14]2[C:39]1[CH:44]=[CH:43][CH:42]=[C:41]([F:45])[CH:40]=1)C1C=CC=CC=1>CO.[C].[Pd]>[F:46][C:12]1[C:11]([NH2:10])=[CH:19][CH:18]=[C:17]2[C:13]=1[C:14]([C:39]1[CH:44]=[CH:43][CH:42]=[C:41]([F:45])[CH:40]=1)=[N:15][N:16]2[C:20]([C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

4

Reactant 1

HCID 68420963HCID 68420963, compound

Product 1

HCID 68422102HCID 68422102, compoundYield 58.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A total of 652 mg of {4-fluoro-3-(3-fluoro-phenyl)-1-trityl-1H-indazol-5-yl}-carbamic acid benzyl ester obtained in Production Example II-19-b was dissolved in 20 ml of methanol, 652 mg of 10% palladium-carbon, and the mixture was subjected to catalytic hydrogenation at room temperature at normal pressure. After stirring for 4 hours, the mixture was filtered through Celite, and the filtrate was evaporated. The residue was purified and separated by silica gel column chromatography (ethyl acetate:hexane=1:5), to give 297 mg of the title compound.

Workup

  1. customwas subjected to catalytic hydrogenation at room temperature at normal pressure
  2. filtrationthe mixture was filtered through Celite
  3. customthe filtrate was evaporated
  4. customThe residue was purified
  5. customseparated by silica gel column chromatography (ethyl acetate:hexane=1:5)

Sources & evidence

ORD record
ord-e0b0c882c89b49f49cc463055f9ff8b5
Source dataset
uspto-grants-2010_08
Patent number
US07776890B2

Reaction notes

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