HCID 22279369, compound → HCID 22279510, compound

HRID 1063379Notes

Reaction equation

HRID 1063379 reaction equation
[CH3:1][N:2]([CH2:26][CH2:27][CH3:28])[CH2:3][CH2:4][C:5]#[C:6][CH:7]1[CH2:12][CH2:11][N:10]([S:13]([C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=2)(=[O:15])=[O:14])[CH2:9][CH2:8]1>CCO.O=[Pt]=O.O>[CH3:1][N:2]([CH2:26][CH2:27][CH3:28])[CH2:3][CH2:4][CH2:5][CH2:6][CH:7]1[CH2:12][CH2:11][N:10]([S:13]([C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:24])([F:25])[F:23])=[CH:18][CH:17]=2)(=[O:15])=[O:14])[CH2:9][CH2:8]1

Participants

4

Reactant 1

HCID 22279369HCID 22279369, compound

Product 1

HCID 22279510HCID 22279510, compoundYield 93.7%

Reagents, catalysts & solvents 2

HCID 11139377Platinum dioxide monohydrateCatalystHCID 702EthanolSolvent

Procedure

A suspension of 83 mg (0.198 mmol) of Methyl-propyl-{4-[1-(4-trifluoromethyl-benzenesulfonyl)-piperidin-4-yl]-but-3-ynyl}-amine in 4 ml EtOH and 8 mg of PtO2.H2O was hydrogenated (1 atm) for 7 h. The reaction was filtered and evaporated. Flash column chromatography on silica gel (CH2Cl2/MeOH 19:1 to 9:1) gave 78 mg (93%) of Methyl-propyl-{4-[1-(4-trifluoromethyl-benzenesulfonyl)-piperidin-4-yl]-butyl}-amine, mp: 73.0-74.8° C., MS: 421 (MH+).

Workup

  1. customfor 7 h
  2. filtrationThe reaction was filtered
  3. customevaporated

Sources & evidence

ORD record
ord-50968fa9ece5439fb87f96829f257e94
Source dataset
uspto-grants-2005_11
Patent number
US06964974B2

Reaction notes

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