HCID 68485521, compound → HCID 25183560, compound

HRID 1959110Notes

Reaction equation

HRID 1959110 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[CH:13][C:14]([NH:18][S:19]([CH3:22])(=[O:21])=[O:20])=[CH:15][CH:16]=3)[O:11][C:10]([CH3:24])([CH3:23])[CH:9]=2)=[CH:4][CH:3]=1.[H][H]>C(O)C.[C].[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[C:17]3[C:12](=[CH:13][C:14]([NH:18][S:19]([CH3:22])(=[O:20])=[O:21])=[CH:15][CH:16]=3)[O:11][C:10]([CH3:24])([CH3:23])[CH2:9]2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 68485521HCID 68485521, compound2×HCID 178418361HCID 178418361, compound

Product 1

HCID 25183560HCID 25183560, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

10% Palladium-carbon (water-content ca. 50%, 20 mg) was added to a solution of N-[4-(4-fluorophenyl)-2,2-dimethyl-2H-chromen-7-yl]methanesulfonamide (a compound obtained in Example 5, 20 mg) in ethanol (4 mL), and the mixture was stirred under atmospheric pressure of hydrogen at room temperature for 20 hours. The reaction solution was filtered through Celite, and the filtrate was concentrated in vacuo. The resultant residue was purified by column chromatography on silica gel (Solvent: n-hexane/ethyl acetate=95/5 to 70/30) to give the titled compound (20 mg) as a colorless powder.

Workup

  1. filtrationThe reaction solution was filtered through Celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe resultant residue was purified by column chromatography on silica gel (Solvent: n-hexane/ethyl acetate=95/5 to 70/30)

Sources & evidence

ORD record
ord-3f69b937fa184ca680a43f038cdce17e
Source dataset
uspto-grants-2013_04
Patent number
US08410166B2

Reaction notes

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