N-bromobutanimide → HCID 57861230, compound

HRID 1960048Notes

Reaction equation

HRID 1960048 reaction equation
[CH3:1][C:2]1[C:3]([N:12]([CH2:19][CH3:20])[CH2:13][CH:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[Br:21]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:21][CH2:1][C:2]1[C:3]([N:12]([CH2:19][CH3:20])[CH2:13][CH:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 57861231HCID 57861231, compound

Product 1

HCID 57861230HCID 57861230, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of N-(3-methylquinoxalin-2-yl)-N-(cyclopentylmethyl)ethylamine (160 mg, 0.59 mmol), N-bromosuccinimide (130 mg, 0.73 mmol), and 2,2′-azobisisobtyronitrile (10 mg) in CCl4 is stirred and refluxed for 1 hour. The reaction mixture is purified by silica gel column chromatography to give N-[3-(bromomethyl)quinoxalin-2-yl]-N-(cyclopentylmethyl)ethylamine.

Workup

  1. temperaturerefluxed for 1 hour
  2. customThe reaction mixture is purified by silica gel column chromatography

Sources & evidence

ORD record
ord-90ab4c9cc5d04f838f839a759eba3ed3
Source dataset
uspto-grants-2013_04
Patent number
US08410275B2

Reaction notes

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