m-Anisoyl chloride → 7-Bromo-4-tert-butyl-5-(3-methoxybenzoyl)-4,5-dihydropyrrolo[1,2-a]quinoxaline

HRID 229392Notes

Reaction equation

HRID 229392 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]1[CH:12]=[CH:13][CH:14]=[C:7]1[CH:6]([C:15]([CH3:18])([CH3:17])[CH3:16])[NH:5]2.[C:19](Cl)(=[O:28])[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([O:26][CH3:27])[CH:21]=1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]1[CH:12]=[CH:13][CH:14]=[C:7]1[CH:6]([C:15]([CH3:18])([CH3:17])[CH3:16])[N:5]2[C:19](=[O:28])[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([O:26][CH3:27])[CH:21]=1

Participants

3

Reactant 2

HCID 74374m-Anisoyl chlorideHCID 690626917-Bromo-4-tert-butyl-4,5-dihydropyrrolo[1,2-a]quinoxaline

Product 1

HCID 690636147-Bromo-4-tert-butyl-5-(3-methoxybenzoyl)-4,5-dihydropyrrolo[1,2-a]quinoxaline

Procedure

7-Bromo-4-tert-butyl-5-(3-methoxybenzoyl)-4,5-dihydropyrrolo[1,2-a]quinoxaline was prepared from 7-bromo-4-tert-butyl-4,5-dihydropyrrolo[1,2-a]quinoxaline and m-anisoyl chloride according to the procedure of Example 106, Step 2. The product was purified via Biotage Horizon® (25S, silica, gradient from 5% EtOAc/hexane to 40% EtOAc/hexane) and isolated as a white foam. MS (ESI) m/z 439/441 ([M+H]+); HRMS: calcd for C23H23BrN2O2, 438.0943; found (ESI+), 439.10084.

Workup

  1. customThe product was purified via Biotage Horizon® (25S, silica, gradient from 5% EtOAc/hexane to 40% EtOAc/hexane)
  2. customisolated as a white foam

Sources & evidence

ORD record
ord-be184283c48241a29f84db5e9bec6beb
Source dataset
uspto-grants-2009_07
Patent number
US07563793B2

Reaction notes

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