HCID 66906079, compound → HCID 66905728, compound

HRID 1689843Notes

Reaction equation

HRID 1689843 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][N:13]([C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[C:24]([F:27])([F:26])[F:25])=[O:17])[CH2:12][CH2:11]2)=[N:8][CH:9]=1)([O-])=O.[H][H]>C1COCC1.CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:11][CH2:12][N:13]([C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[C:24]([F:27])([F:26])[F:25])=[O:17])[CH2:14][CH2:15]2)=[N:8][CH:9]=1

Participants

6

Reactant 2

HCID 66906079HCID 66906079, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66905728HCID 66905728, compoundYield 86.3%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of [4-(5-nitropyridin-2-yl)piperazin-1-yl]-(2-trifluoromethylphenyl)-methanone (0.15 g, 0.4 mmol) and Pd—C (76 mg) in THF (5 mL) and MeOH (5 mL) was exposed to a hydrogen atmosphere at 25° C. for 2 h. The reaction mixture was filtered and the solution was concentrated in vacuo to provide the title compound as a dark purple solid (0.121 g, 86% yield). MS (ES+) m/z 351.0 (M+1).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-7249a48c78ee4336927e323dfd08f7a5
Source dataset
uspto-grants-2012_04
Patent number
US08153636B2

Reaction notes

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