1,2-Dibromoethane → 7-(4-chlorophenyl)-2-(3-methoxy-4-(2-oxo-2-(pyrrolidin-1-yl)ethoxy)phenyl)-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one

HRID 2420702Notes

Reaction equation

HRID 2420702 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:13]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24](=[O:30])[N:25]4[CH2:29][CH2:28][CH2:27][CH2:26]4)=[C:18]([O:31][CH3:32])[CH:17]=3)=[O:14])[NH:11][CH:12]=2)=[CH:4][CH:3]=1.Br[CH2:34][CH2:35]Br>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]3[C:13](=[O:14])[N:15]([C:16]4[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24](=[O:30])[N:25]5[CH2:26][CH2:27][CH2:28][CH2:29]5)=[C:18]([O:31][CH3:32])[CH:17]=4)[CH2:35][CH2:34][N:11]3[CH:12]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 78391,2-DibromoethaneHCID 672152624-(4-chlorophenyl)-N-(3-methoxy-4-(2-oxo-2-(pyrrolidin-1-yl)ethoxy)phenyl)-1H-pyrrole-2-carboxamide

Product 1

HCID 247723517-(4-chlorophenyl)-2-(3-methoxy-4-(2-oxo-2-(pyrrolidin-1-yl)ethoxy)phenyl)-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one

Procedure

Following the procedure described in Example 1 step D, 4-(4-chlorophenyl)-N-(3-methoxy-4-(2-oxo-2-(pyrrolidin-1-yl)ethoxy)phenyl) 1H-pyrrole-2-carboxamide (11 mg) was alkylated with 1,2-dibromoethane to yield 9.2 mg of the title compound. MS (ESI) 480 (M+H)+.

Sources & evidence

ORD record
ord-e4aa579634b9430cad93d9a7b63be71f
Source dataset
uspto-grants-2011_06
Patent number
US07956049B2

Reaction notes

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