HCID 178522534, compound → HCID 178507694, compound

HRID 926837Notes

Reaction equation

HRID 926837 reaction equation
[N+:1]([C:4]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)=[CH:24][C:5]=1[C:6]([NH:8][C:9]1[NH:10][N:11]=[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:15]=2)[N:13]=1)=[O:7])([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)=[CH:24][C:5]=1[C:6]([NH:8][C:9]1[NH:10][N:11]=[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:21])[F:22])[CH:15]=2)[N:13]=1)=[O:7]

Participants

4

Reactant 1

HCID 178522534HCID 178522534, compound

Product 1

HCID 178507694HCID 178507694, compoundYield 41.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2-nitro-5-(piperidin-1-yl)-N-(5-(3-(trifluoromethyl)phenyl)-2H-1,2,4-triazol-3-yl)benzamide (130 mg, 0.28 mmol, 1.00 equiv) in methanol (3 mL) was added Pd/C (130 mg, 10%) and the suspension stirred under an atmosphere of hydrogen for 2 h at room temperature. The solids were filtered out and the resulting mixture was concentrated under vacuum to yield 50 mg (41%) of product as a yellow solid.

Workup

  1. filtrationThe solids were filtered out
  2. concentrationthe resulting mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-20df020cd64b492fa8536bc210794fc6
Source dataset
uspto-grants-2016_03
Patent number
US09289430B2

Reaction notes

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