2-Amino-5-bromopyridine → HCID 86660385, compound

HRID 1406499Notes

Reaction equation

HRID 1406499 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14])[C:7](Cl)=[O:8])([O-:3])=[O:2].[Br:16][C:17]1[CH:18]=[CH:19][C:20]([NH2:23])=[N:21][CH:22]=1>CN(C=O)C>[Br:16][C:17]1[CH:18]=[CH:19][C:20]([NH:23][C:7](=[O:8])[C:6]2[CH:10]=[CH:11][C:12]([N+:13]([O-:15])=[O:14])=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)=[N:21][CH:22]=1

Participants

4

Reactant 2

HCID 706222-Amino-5-bromopyridineHCID 118064913,4-dinitrobenzoyl Chloride

Product 1

HCID 86660385HCID 86660385, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture 3,4-dinitro-benzoyl chloride (1.78 g, 7.8 mmol) and 5-bromo-2-amino-pyridine (1.35 g, 7.8 mmol) in 20 mL DMF was stirred overnight. After evaporation of the solvent, the residue was purified by chromatography on silica gel (eluent gradient: dichloromethane/methanol 100:0->75:1).

Workup

  1. customAfter evaporation of the solvent
  2. customthe residue was purified by chromatography on silica gel (eluent gradient: dichloromethane/methanol 100:0->75:1)

Sources & evidence

ORD record
ord-8ffaf219205f493ba70c90ecccccc823
Source dataset
uspto-grants-2014_12
Patent number
US08916599B2

Reaction notes

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