Acetic Acid → HCID 58256118, compound

HRID 1019600Notes

Reaction equation

HRID 1019600 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:12][CH2:11][C:10]2[C:13]([CH3:16])=[CH:14][S:15][C:9]=2[CH2:8][CH2:7]1)=[O:5])[CH3:2].CC(O)=O.C1C(=O)N([Br:28])C(=O)C1>C(Cl)(Cl)Cl.C(Cl)Cl>[CH2:1]([O:3][C:4]([N:6]1[CH2:12][CH2:11][C:10]2[C:13]([CH3:16])=[C:14]([Br:28])[S:15][C:9]=2[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 67184N-bromobutanimideHCID 66934111HCID 66934111, compound

Product 1

HCID 58256118HCID 58256118, compoundYield 52.7%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

The product of step (g) (337 mg, 1.4 mmol) was dissolve in 10 mL of 1:1 CHCl3:HOAc and treated with NBS (301 mg, 1.7 mmol). After stirring for ½ hour, the reaction was diluted with DCM and washed with water (50 mL) and 1M NaOH (2×50 mL). The crude product was purified by silica gel chromatography to give 235 mg of the sub-title compound.

Workup

  1. washwashed with water (50 mL) and 1M NaOH (2×50 mL)
  2. customThe crude product was purified by silica gel chromatography

Sources & evidence

ORD record
ord-77e7f44de32c47479d4d150560d72f59
Source dataset
uspto-grants-2014_05
Patent number
US08716276B2

Reaction notes

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