HCID 22724072, compound → HCID 22724430, compound

HRID 242935Notes

Reaction equation

HRID 242935 reaction equation
[N+:1]([C:4]1[C:5]([NH:10][C:11]2[CH:12]=[C:13]([CH3:17])[CH:14]=[CH:15][CH:16]=2)=[N:6][CH:7]=[CH:8][CH:9]=1)([O-])=O>CCOC(C)=O>[C:13]1([CH3:17])[CH:14]=[CH:15][CH:16]=[C:11]([NH:10][C:5]2[C:4]([NH2:1])=[CH:9][CH:8]=[CH:7][N:6]=2)[CH:12]=1

Participants

3

Reactant 1

HCID 22724072HCID 22724072, compound

Product 1

HCID 22724430HCID 22724430, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (3-nitropyridin-2-yl)-m-tolylamine (2.30 g, 10.0 mmol) in EtOAc (150 mL) was degassed with a stream of nitrogen prior to addition of 10% Pd/C (400 mg) and was stirred at RT under a hydrogen atmosphere for 16 h. The suspension was filtered and the filtrate was concentrated in vacuo to afford the title compound as a white solid (1.88 g, 94%). LCMS (Method C): RT 1.60 min [M+H]+ 200.1.

Workup

  1. customwas degassed with a stream of nitrogen
  2. additionto addition of 10% Pd/C (400 mg)
  3. filtrationThe suspension was filtered
  4. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-c7e44d8cd3c942838c1c27204e632461
Source dataset
uspto-grants-2014_02
Patent number
US08653089B2

Reaction notes

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