N-bromobutanimide → HCID 22053533, compound

HRID 1180506Notes

Reaction equation

HRID 1180506 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:14][CH2:13][CH2:12][N:11]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:10][CH2:9]2)[CH:5]=[N:6][CH:7]=1.[Br:22]N1C(=O)CCC1=O>C(#N)C>[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:14][CH2:13][CH2:12][N:11]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:10][CH2:9]2)[CH:5]=[N:6][C:7]=1[Br:22]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 11717372HCID 11717372, compound

Product 1

HCID 22053533HCID 22053533, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1-(5-bromo-3-pyridyl)-4-tert-butoxycarbonylhomopiperazine (2.68 g, 7.5 mmol), N-bromosuccinimide (1.34 g, 7.5 mmol) and acetonitrile (75 ml) was stirred for 30 minutes. The crude mixture was evaporated and purified by chromatography on silica gel using ethyl acetate: petroleum (2:1) as solvent. Yield 3.0 g, 92%.

Workup

  1. customThe crude mixture was evaporated
  2. custompurified by chromatography on silica gel

Sources & evidence

ORD record
ord-6dbe666eb49f40b78d7cfc9c7ea6ecf5
Source dataset
uspto-grants-2007_10
Patent number
US07282494B2

Reaction notes

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