Ethanol → HCID 71114830, compound

HRID 1624036Notes

Reaction equation

HRID 1624036 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]3[C:13]([CH2:14][CH2:15][CH:16]=2)=[N:12][N:11]([S:17]([C:20]2[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=2)(=[O:19])=[O:18])[CH:10]=3)=[CH:4][CH:3]=1.C(O)C.[H][H]>[Pt](=O)=O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:16][CH2:15][CH2:14][C:13]3[C:9]2=[CH:10][N:11]([S:17]([C:20]2[CH:21]=[CH:22][C:23]([CH3:26])=[CH:24][CH:25]=2)(=[O:19])=[O:18])[N:12]=3)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 71114811HCID 71114811, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 71114830HCID 71114830, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8857Ethyl AcetateSolvent

Procedure

4-(4-Chlorophenyl)-2-(p-tolylsulfonyl)-6,7-dihydroindazole (0.62 g, 1.89 mmol) is added to ethanol (20.0 mL) and ethyl acetate (10 mL). Platinum (IV) oxide (0.22 g) is added and the reaction is stirred under 40 psi of hydrogen at room temperature for 6.0 h. The mixture is filtered through a plug of diatomaceous earth and evaporated under reduced pressure to give the title compound (0.503 g, 80%). LC/MS m/z 389 (M+H), Tr=2.704 min.

Workup

  1. filtrationThe mixture is filtered through a plug of diatomaceous earth
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-3e41febc1d844dd5b8c98bd83101db43
Source dataset
uspto-grants-2014_07
Patent number
US08778984B2

Reaction notes

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