N-Methylbenzylamine → HCID 58577265, compound

HRID 587496Notes

Reaction equation

HRID 587496 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl[C:11]1[C:12]([N+:17]([O-:19])=[O:18])=[N:13][CH:14]=[CH:15][CH:16]=1>>[CH2:3]([N:2]([CH3:1])[C:11]1[C:12]([N+:17]([O-:19])=[O:18])=[N:13][CH:14]=[CH:15][CH:16]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 7669N-MethylbenzylamineHCID 5549883-Chloro-2-nitropyridine

Product 1

HCID 58577265HCID 58577265, compound

Conditions

Temperature
60 °C

Procedure

The mixture of N-methylbenzylamine (6.085 mL), TEA (13.19 mL) and 3-chloro-2-nitropyridine (5 g) was stirred at 60° C. under N2 overnight. The reaction mixture was concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with 0%-30% EtOAc in hexane) to give N-benzyl-N-methyl-2-nitropyridin-3-amine (2.6 g) as dark yellow oil.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customThe residue was purified by column chromatography (silica gel, eluted with 0%-30% EtOAc in hexane)

Sources & evidence

ORD record
ord-08a5d5b707b84267a562d88d87ae70a8
Source dataset
uspto-grants-2016_01
Patent number
US09226921B2

Reaction notes

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