N-bromobutanimide → 1-Bromo-8-fluoro-3,4-dimethylimidazo[1,5-a]quinoxaline

HRID 254294

Reaction equation

HRID 254294 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[C:7]([CH3:16])[C:8]3[N:9]2[CH:12]=[N:13][C:14]=3[CH3:15])=[CH:4][CH:3]=1.C1C(=O)N([Br:24])C(=O)C1>>[Br:24][C:12]1[N:9]2[C:10]3[C:5]([N:6]=[C:7]([CH3:16])[C:8]2=[C:14]([CH3:15])[N:13]=1)=[CH:4][CH:3]=[C:2]([F:1])[CH:11]=3

Participants

3

Reactant 2

HCID 67184N-bromobutanimideHCID 577324598-Fluoro-3,4-dimethylimidazo[1,5-a]quinoxaline

Product 1

HCID 577324521-Bromo-8-fluoro-3,4-dimethylimidazo[1,5-a]quinoxalineYield 89%

Procedure

Reaction of intermediate 4A (1.55 g, 7.2 mmol) and NBS (1.92 g, 10.8 mmol) provided the product 5A as an off-white solid (1.87 g, 89% yield). EIMS 293.9 [M+H]+.

Sources & evidence

ORD record
ord-2870e4b00688498ab67c8c12701b213e
Source dataset
uspto-grants-2011_01
Patent number
US07875618B2

Linked notes

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