8-(6-Benzyloxy-pyridin-2-yl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one → HCID 178517298, compound

HRID 1039012Notes

Reaction equation

HRID 1039012 reaction equation
C([O:8][C:9]1[N:14]=[C:13]([N:15]2[CH2:36][CH2:35][C:18]3([C:22](=[O:23])[N:21]([C:24]4[CH:29]=[CH:28][C:27]([O:30][C:31]([F:34])([F:33])[F:32])=[CH:26][CH:25]=4)[CH2:20][CH2:19]3)[CH2:17][CH2:16]2)[CH:12]=[CH:11][CH:10]=1)C1C=CC=CC=1>CO.[Pd]>[OH:8][C:9]1[N:14]=[C:13]([N:15]2[CH2:36][CH2:35][C:18]3([C:22](=[O:23])[N:21]([C:24]4[CH:29]=[CH:28][C:27]([O:30][C:31]([F:32])([F:34])[F:33])=[CH:26][CH:25]=4)[CH2:20][CH2:19]3)[CH2:17][CH2:16]2)[CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 1

HCID 566557568-(6-Benzyloxy-pyridin-2-yl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one

Product 1

HCID 178517298HCID 178517298, compoundYield 23%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 8-(6-benzyloxy-pyridin-2-yl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one (58 mg, 0.12 mmol) in methanol (2 mL) was added palladium (0) (4 mg). The reaction mixture was stirred at room temperature under an atmospheric pressure of H2 for 4 h and subsequently filtered. The filtrate was concentrated in vacuo and the crude residue was purified by flash column chromatography to yield the title compound (11 mg, 23%) as a white solid. MS (ESI): 408.3 (MH+)

Workup

  1. filtrationsubsequently filtered
  2. concentrationThe filtrate was concentrated in vacuo
  3. customthe crude residue was purified by flash column chromatography

Sources & evidence

ORD record
ord-39a6c471ab5246589118e7f9a409d0bb
Source dataset
uspto-grants-2013_10
Patent number
US08552024B2

Reaction notes

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