N-bromobutanimide → HCID 86731555, compound

HRID 2284458Notes

Reaction equation

HRID 2284458 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]3[C:15](=[O:16])[NH:14][CH2:13][CH:12]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:11]3[CH:23]=2)[CH:5]=[CH:6][CH:7]=1.[Br:24]N1C(=O)CCC1=O>O1CCOCC1>[Br:24][C:23]1[N:11]2[CH:12]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:13][NH:14][C:15](=[O:16])[C:10]2=[CH:9][C:8]=1[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 86731556HCID 86731556, compound

Product 1

HCID 86731555HCID 86731555, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Ethyl [7-(3-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetate (116 mg, 0.36 mmol) was dissolved in dry dioxane (15 ml) and reacted with N-bromo succinimide (72 mg, 0.40 mmol) overnight at room temperature. The crude was dried under vacuo and purified on silica gel with Ethyl Acetate/Hexane 3/2 to give the wanted compound in quantitative yield.

Workup

  1. customThe crude was dried under vacuo
  2. custompurified on silica gel with Ethyl Acetate/Hexane 3/2
  3. customto give the wanted compound in quantitative yield

Sources & evidence

ORD record
ord-5f8fc07fb9ad452da627942347f6592f
Source dataset
uspto-grants-2015_09
Patent number
US09145418B2

Reaction notes

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