N-bromobutanimide → HCID 22724084, compound

HRID 2086892Notes

Reaction equation

HRID 2086892 reaction equation
[CH3:1][C:2]1[C:7](=[O:8])[N:6]([C:9]2[CH:10]=[C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:12]=[CH:13][CH:14]=2)[C:5]2[N:21]=[CH:22][CH:23]=[CH:24][C:4]=2[N:3]=1.[Br:25]N1C(=O)CCC1=O>C1C=CC=CC=1.COC(C)(C)CC(C)C#N>[Br:25][CH2:1][C:2]1[C:7](=[O:8])[N:6]([C:9]2[CH:10]=[C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:12]=[CH:13][CH:14]=2)[C:5]2[N:21]=[CH:22][CH:23]=[CH:24][C:4]=2[N:3]=1

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 22724337HCID 22724337, compound

Product 1

HCID 22724084HCID 22724084, compoundYield 23.5%

Reagents, catalysts & solvents 2

HCID 21987547HCID 21987547, compoundCatalystHCID 241BenzeneSolvent

Procedure

The mixture of 2-methyl-4-(3-biphenylyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (17 g), N-bromosuccinimide (10.6 g) and 2,2′-azobis(4-methoxy-2,4-dimethylvaleronitrile (167 mg) in benzene (200 ml) was refluxed for 2 hours. The mixture was washed with water and evaporated. The crude products was purified by column chromatography to obtain 2-bromomethyl-4-(3-biphenylyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (5 g).

Workup

  1. washThe mixture was washed with water
  2. customevaporated
  3. customThe crude products was purified by column chromatography

Sources & evidence

ORD record
ord-39538f2fd668473d802bdf52ef4b75bc
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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