Piperazin-4-ylacetophenone → N-{6-[4-(4-Acetyl-phenyl)-piperazin-1-yl]-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl}-methanesulfonamide

HRID 2069217

Reaction equation

HRID 2069217 reaction equation
F[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N+:12]([O-:14])=[O:13])[NH:8][C:7](=[O:15])[N:6]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])[C:5]2=[O:21].[N:22]1([C:28]2[CH:33]=[CH:32][C:31]([C:34](=[O:36])[CH3:35])=[CH:30][CH:29]=2)[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>>[C:34]([C:31]1[CH:30]=[CH:29][C:28]([N:22]2[CH2:23][CH2:24][N:25]([C:2]3[CH:3]=[C:4]4[C:9](=[CH:10][C:11]=3[N+:12]([O-:14])=[O:13])[NH:8][C:7](=[O:15])[N:6]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])[C:5]4=[O:21])[CH2:26][CH2:27]2)=[CH:33][CH:32]=1)(=[O:36])[CH3:35]

Participants

3

Reactant 2

HCID 97269Piperazin-4-ylacetophenoneHCID 58964482N-(6-fluoro-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-methanesulfonamide

Product 1

HCID 11533446N-{6-[4-(4-Acetyl-phenyl)-piperazin-1-yl]-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl}-methanesulfonamideYield 44%

Procedure

N-(6-Fluoro-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-methanesulfonamide (20 mg, 0.0628 mmol) is reacted with 1-(4-piperazin-1-yl-phenyl)-ethanone according to the GPA affording 14 mg (44%) of an orange powder. Rt=3.85 min.

Sources & evidence

ORD record
ord-51befb2bc2164034b0cdb33ab78976f5
Source dataset
uspto-grants-2012_10
Patent number
US08299085B2

Linked notes

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