2-(4-(((Benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetic acid → 4-{[4-N-(Benzhydryloxycarbonyl)-cytosin-1-yl]-acetyl}-1-(2-nitro-benzenesulfonyl)-piperazin-2-one

HRID 1794958Notes

Reaction equation

HRID 1794958 reaction equation
Cl.[N+:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([N:14]1[CH2:19][CH2:18][NH:17][CH2:16][C:15]1=[O:20])(=[O:13])=[O:12])([O-:4])=[O:3].[CH:21]([O:34][C:35]([NH:37][C:38]1[CH:43]=[CH:42][N:41]([CH2:44][C:45](O)=[O:46])[C:40](=[O:48])[N:39]=1)=[O:36])([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[CH:21]([O:34][C:35]([NH:37][C:38]1[CH:43]=[CH:42][N:41]([CH2:44][C:45]([N:17]2[CH2:18][CH2:19][N:14]([S:11]([C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[N+:2]([O-:4])=[O:3])(=[O:12])=[O:13])[C:15](=[O:20])[CH2:16]2)=[O:46])[C:40](=[O:48])[N:39]=1)=[O:36])([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 155130422-(4-(((Benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetic acidHCID 688024401-(2-Nitrobenzenesulfonyl)-piperazin-2-one HCl salt

Product 1

HCID 222224354-{[4-N-(Benzhydryloxycarbonyl)-cytosin-1-yl]-acetyl}-1-(2-nitro-benzenesulfonyl)-piperazin-2-oneYield 195.6%

Procedure

The title compound (2.53 g, 78%) was synthesized by reaction of 1-(2-nitro-benzenesulfonyl)-piperazin-2-one HCl salt (679 mg, 2.0 mmol) with [4-N-(benzhydryloxycarbonyl)-cytosin-1-yl]-acetic acid (1.90 g, 5.0 mmol) as per the procedure of example 77.

Sources & evidence

ORD record
ord-a2c59c31c7bc4735bef398887d646703
Source dataset
uspto-grants-2006_04
Patent number
US07022851B2

Reaction notes

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