HCID 86730328, compound → HCID 86730327, compound

HRID 1427026Notes

Reaction equation

HRID 1427026 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[O:18][CH:19]([F:21])[F:20])[NH:14][CH:13]=[CH:12]2)C1C=CC=CC=1>C(O)C.C(OCC)(=O)C.[C].[Pd]>[F:21][CH:19]([F:20])[O:18][C:17]1[CH:16]=[C:15]2[C:11]([CH:12]=[CH:13][NH:14]2)=[CH:10][C:9]=1[OH:8]

Participants

5

Reactant 1

HCID 86730328HCID 86730328, compound

Product 1

HCID 86730327HCID 86730327, compound

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

5-(Benzyloxy)-6-(difluoromethoxy)-1H-indole described in Production Example 19-4 (245 mg, 0.847 mmol) was dissolved in ethanol (8.0 mL), then 10% palladium-carbon (water content, 50%) (90 mg) was added at room temperature, and the mixture was stirred under hydrogen atmosphere for 75 minutes. The reaction mixture was diluted with ethyl acetate and the catalyst was filtered off with celite. The filtrate was concentrated under vacuum and then filtered with silica gel (ethyl acetate). The target fraction was concentrated under vacuum to quantitatively obtain the title compound.

Workup

  1. filtrationthe catalyst was filtered off with celite
  2. concentrationThe filtrate was concentrated under vacuum
  3. filtrationfiltered with silica gel (ethyl acetate)
  4. concentrationThe target fraction was concentrated under vacuum

Sources & evidence

ORD record
ord-d3e8ab3a162146ceaa657d5327c68307
Source dataset
uspto-grants-2015_01
Patent number
US08933099B2

Reaction notes

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