Chlorosuccinimide → 6-Acetyl-8-chloropyrrolo[1,2-a]pyrazine

HRID 233461Notes

Reaction equation

HRID 233461 reaction equation
[C:1]([C:4]1[N:8]2[CH:9]=[CH:10][N:11]=[CH:12][C:7]2=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[Cl:13]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[C:1]([C:4]1[N:8]2[CH:9]=[CH:10][N:11]=[CH:12][C:7]2=[C:6]([Cl:13])[CH:5]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 233564476-Acetylpyrrolo[1,2-a]pyrazine

Product 1

HCID 233565286-Acetyl-8-chloropyrrolo[1,2-a]pyrazineYield 82.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.5 g of 6-acetylpyrrolo[1,2-a]pyrazine prepared in Preparation Example 15 was dissolved in 5 ml of chloroform; and 0.5 g of N-chlorosuccinimide was added threrto. The reaction mixture was refluxed for 2 hours and then concentrated. The residue was chromatographed over silica gel to yield 0.5 g of title compound.

Workup

  1. temperatureThe reaction mixture was refluxed for 2 hours
  2. concentrationconcentrated
  3. customThe residue was chromatographed over silica gel

Sources & evidence

ORD record
ord-1edb7d926dc94e7492f482ea5d86756f
Source dataset
uspto-grants-1997_01
Patent number
US05593984

Reaction notes

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