Methylamine → 5-Bromo-N-methyl-3-nitropyridin-2-amine

HRID 2077537Notes

Reaction equation

HRID 2077537 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5](Cl)=[N:6][CH:7]=1.O1CCCC1.[CH3:17][NH2:18]>CO>[Br:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5]([NH:18][CH3:17])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 6329MethylamineHCID 8028TetrahydrofuranHCID 70194125-Bromo-2-chloro-3-nitropyridine

Product 1

HCID 108681495-Bromo-N-methyl-3-nitropyridin-2-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-bromo-2-chloro-3-nitropyridine (456 mg, 1920 μmol) was dissolved in MeOH (6.0 ml) and methylamine, 2.0 M solution in tetrahydrofuran (2.5 ml, 5.0 mmol) was added. The reaction was stirred at room temperature for 6 hours, allowed to stand at room temperature overnight, and then concentrated. material was taken directly to the next step.

Workup

  1. waitto stand at room temperature overnight
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-477fb39ca8fe4324914ee8e5e98c1828
Source dataset
uspto-grants-2011_04
Patent number
US07928140B2

Reaction notes

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