(5-Fluoro-2-nitrophenyl)-(6-fluoropyridin-3-yl)amine → HCID 68157719, compound

HRID 242990

Reaction equation

HRID 242990 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:16]([O-])=O)=[C:6]([NH:8][C:9]2[CH:10]=[N:11][C:12]([F:15])=[CH:13][CH:14]=2)[CH:7]=1>CCOC(C)=O>[F:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:10]=[N:11][C:12]([F:15])=[CH:13][CH:14]=2)[C:5]([NH2:16])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 68157161(5-Fluoro-2-nitrophenyl)-(6-fluoropyridin-3-yl)amine

Product 1

HCID 68157719HCID 68157719, compoundYield 104.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (5-fluoro-2-nitrophenyl)-(6-fluoropyridin-3-yl)amine (571 mg, 2.27 mmol) in EtOAc (40 mL) was degassed with a stream of nitrogen prior to addition of 10% Pd/C (57 mg) and was stirred at RT under a hydrogen atmosphere for 22 h. The mixture was filtered through a phase separator and the filtrate concentrated in vacuo to afford the title compound as a dark oil (524 mg, quantitative). LCMS (Method C): RT 2.39 min [M+H]+ 222.2.

Workup

  1. customwas degassed with a stream of nitrogen
  2. additionto addition of 10% Pd/C (57 mg)
  3. filtrationThe mixture was filtered through a phase separator
  4. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-7895915473d64bf3b47ac58036aa0980
Source dataset
uspto-grants-2014_02
Patent number
US08653089B2

Linked notes

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