HCID 68157606, compound → HCID 68157005, compound

HRID 242996Notes

Reaction equation

HRID 242996 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:14]=[CH:13][C:12]([F:15])=[CH:11][N:10]=2)[CH:7]=1>CCOC(C)=O>[F:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][N:10]=2)[C:5]([NH2:16])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 68157606HCID 68157606, compound

Product 1

HCID 68157005HCID 68157005, compoundYield 96.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (5-fluoro-2-nitrophenyl)-(5-fluoropyridin-2-yl)amine (34 mg, 0.14 mmol) in EtOAc (5 mL) was degassed with a stream of nitrogen prior to addition of 10% Pd/C (10 mg) and was stirred at RT under a hydrogen atmosphere for 3 h. The mixture was filtered through a phase separator and the filtrate concentrated in vacuo to afford the title compound as a dark oil (30 mg, quantitative). LCMS (Method C): RT 1.95 min [M+H]+ 222.2.

Workup

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

Sources & evidence

ORD record
ord-63e3c4fa7bfc4fd996e6d77c6d0620fd
Source dataset
uspto-grants-2014_02
Patent number
US08653089B2

Reaction notes

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