N-bromobutanimide → HCID 178499144, compound

HRID 1524868Notes

Reaction equation

HRID 1524868 reaction equation
[CH3:1][O:2][C:3]([C:5]1[NH:6][C:7]([C@@H:10]([NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:8][CH:9]=1)=[O:4].C1C(=O)N([Br:33])C(=O)C1>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1[NH:6][C:7]([C@@H:10]([NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[N:8][C:9]=1[Br:33])=[O:4]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 66673800HCID 66673800, compound

Product 1

HCID 178499144HCID 178499144, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

The product from Example 114 Part A (1.2 g of 83% pure, 0.28 mmol) was dissolved in CHCl3 (20 mL) and NBS (0.93 g, 0.41 mmol) was added. The mixture was stirred at RT under N2 for 1.5 h. It was diluted with CHCl3 and washed with water and brine. It was then dried over MgSO4 and concentrated to a white solid (0.79 g). MS: 424.4/426.2 (M+1)+.

Workup

  1. washwashed with water and brine
  2. dry with materialIt was then dried over MgSO4
  3. concentrationconcentrated to a white solid (0.79 g)

Sources & evidence

ORD record
ord-25d8306cc5484b2c8aebcb113a501598
Source dataset
uspto-grants-2015_07
Patent number
US09079860B2

Reaction notes

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