HCID 71819022, compound → HCID 71819023, compound

HRID 1097486Notes

Reaction equation

HRID 1097486 reaction equation
[C:1]([C:3]1[CH:23]=[C:22]([N+:24]([O-])=O)[CH:21]=[CH:20][C:4]=1[O:5][C:6]1[CH:7]=[CH:8][C:9]([F:19])=[C:10]([NH:12][C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])[CH:11]=1)#[N:2]>CO.[C].[Pd]>[NH2:24][C:22]1[CH:21]=[CH:20][C:4]([O:5][C:6]2[CH:7]=[CH:8][C:9]([F:19])=[C:10]([NH:12][C:13](=[O:18])[C:14]([F:15])([F:16])[F:17])[CH:11]=2)=[C:3]([C:1]#[N:2])[CH:23]=1

Participants

4

Reactant 1

HCID 71819022HCID 71819022, compound

Product 1

HCID 71819023HCID 71819023, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of N-[5-(2-cyano-4-nitrophenoxy)-2-fluorophenyl]-2,2,2-trifluoroacetamide (6.00 g, 16.3 mmol) in methanol (160 mL) was added 10% palladium-carbon (600 mg), and the mixture was stirred at room temperature for 2 hr under a hydrogen atmosphere (1 atm). Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure to give the title compound (5.44 g, 99%) as a gray oil.

Workup

  1. filtrationInsoluble material was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4afc63261b904fb0b55e407d10a0969d
Source dataset
uspto-grants-2012_03
Patent number
US08143258B2

Reaction notes

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