N-bromobutanimide → HCID 10692339, compound

HRID 2416611Notes

Reaction equation

HRID 2416611 reaction equation
[Br:1]N1C(=O)CCC1=O.[CH2:9]([O:11][C:12]1[CH:13]=[C:14]([N:18]2[CH2:24][CH2:23][CH2:22][N:21]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:20][CH2:19]2)[CH:15]=[N:16][CH:17]=1)[CH3:10]>>[Br:1][C:17]1[N:16]=[CH:15][C:14]([N:18]2[CH2:24][CH2:23][CH2:22][N:21]([C:25]([O:27][C:28]([CH3:30])([CH3:29])[CH3:31])=[O:26])[CH2:20][CH2:19]2)=[CH:13][C:12]=1[O:11][CH2:9][CH3:10]

Participants

3

Reactant 2

HCID 67184N-bromobutanimideHCID 22478556HCID 22478556, compound

Product 1

HCID 10692339HCID 10692339, compound

Procedure

N-Bromosuccinimide (2.7 g, 15.2 mmol) was added to 1-(5-Ethoxy-3-pyridyl)-4-tert-butoxycarbonyl homopiperazine (4.5 g, 14.0 mmol) at room temperature. The mixture was stirred for 2 min. The mixture was washed with saturated sodium sulfite (100 ml) was. Chromatography on silica gel with a mixture of petroleum:ethyl acetate (1:1) gave the title compound as an oil. Yield 3.3 g, 58%.

Workup

  1. washThe mixture was washed with saturated sodium sulfite (100 ml)
  2. additionChromatography on silica gel with a mixture of petroleum:ethyl acetate (1:1)

Sources & evidence

ORD record
ord-3e11776c5acc42adbee25a1cde229e80
Source dataset
uspto-grants-2004_11
Patent number
US06825189B1

Reaction notes

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