N-bromobutanimide → HCID 54718140, compound

HRID 2109829Notes

Reaction equation

HRID 2109829 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][N:10]3[C:13](=[O:19])[CH:14]=[C:15]([OH:18])[C:16]([OH:17])=[C:9]3[C:8]2=[O:20])=[CH:4][CH:3]=1.[Br:23]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][N:10]3[C:13](=[O:19])[C:14]([Br:23])=[C:15]([OH:18])[C:16]([OH:17])=[C:9]3[C:8]2=[O:20])=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 54723326HCID 54723326, compound

Product 1

HCID 54718140HCID 54718140, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a suspension of 2-(4-fluorobenzyl)-8,9-dihydroxy-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,6-dione (0.1 g, 0.33 mmol) in chloroform (5 mL), N-bromo-succinimide (64 mg, 0.36 mmol) was added and stirred at room temperature overnight. The product mixture was concentrated and the residue was subjected to HPLC purification on C-18 stationary phase eluted with water/acetonitrile/TFA mobile phase. Collection and lyophilization of appropriate fractions provided the title compound as white solid.

Workup

  1. additionwas added
  2. concentrationThe product mixture was concentrated
  3. customthe residue was subjected to HPLC purification on C-18 stationary phase
  4. washeluted with water/acetonitrile/TFA mobile phase
  5. customCollection and lyophilization of appropriate fractions

Sources & evidence

ORD record
ord-c69c0c33a89b4887b1a6c84e5df63ea7
Source dataset
uspto-grants-2009_04
Patent number
US07517532B2

Reaction notes

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