N-bromobutanimide → HCID 59636718, compound

HRID 535683Notes

Reaction equation

HRID 535683 reaction equation
[CH3:1][N:2]([CH3:28])[C:3]([C:5]1[O:6][C:7]2[C:13]([N:14]3[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=4)[CH2:16][CH2:15]3)=[CH:12][CH:11]=[CH:10][C:8]=2[CH:9]=1)=[O:4].[Br:29]N1C(=O)CCC1=O>ClCCl>[Br:29][C:10]1[C:8]2[CH:9]=[C:5]([C:3]([N:2]([CH3:1])[CH3:28])=[O:4])[O:6][C:7]=2[C:13]([N:14]2[CH2:15][CH2:16][N:17]([CH2:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=3)[CH2:18][CH2:19]2)=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 498486351259929-13-9

Product 1

HCID 59636718HCID 59636718, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A reaction mixture of N,N-dimethyl-7-(4-(2-(pyridin-2-yl)ethyl)piperazin-1-yl)benzofuran-2-carboxamide (0.50 g, 1.32 mmol) (Example 11) and N-bromosuccinimide (0.12 mL, 1.45 mmol) in dichloromethane (10 mL) was stirred at rt for 1.5 h. The solvent was removed in vacuo. The product was purified by flash chromatography (SiO2; DCM/MeOH; gradient 0-3%) to give the title compound. Yield: 0.55 g (91%).

Workup

  1. customThe solvent was removed in vacuo
  2. customThe product was purified by flash chromatography (SiO2; DCM/MeOH; gradient 0-3%)

Sources & evidence

ORD record
ord-dc31d632fd1c4e1fa5dffb2271566300
Source dataset
uspto-grants-2014_10
Patent number
US08859534B2

Reaction notes

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