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2-(3,5-dioxopiperazin-1-yl)acetic Acid → HCID 58714511, compound

HRID 1242581
Notes
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Reaction equation

HRID 1242581 reaction equation
[C:1]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:6]=[CH:5][C:4]([C:7]([N:9]2[CH2:13][C:12](=[N:14][O:15][CH3:16])[CH2:11][C@H:10]2[C:17](=[N:19][OH:20])[NH2:18])=[O:8])=[CH:3][CH:2]=1.[O:27]=[C:28]1[NH:33][C:32](=[O:34])[CH2:31][N:30]([CH2:35][C:36](O)=O)[CH2:29]1>>[C:1]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:2]=[CH:3][C:4]([C:7]([N:9]2[CH2:13][C:12](=[N:14][O:15][CH3:16])[CH2:11][C@H:10]2[C:17]2[N:18]=[C:36]([CH2:35][N:30]3[CH2:29][C:28](=[O:27])[NH:33][C:32](=[O:34])[CH2:31]3)[O:20][N:19]=2)=[O:8])=[CH:5][CH:6]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 44396622-(3,5-dioxopiperazin-1-yl)acetic AcidHCID 90995821(2S,4EZ)-1-([1,1'-biphenyl]-4-ylcarbonyl)-N'-hydroxy-4-(methoxyimino)-2-pyrrolidinecarboximidamide2×

Product 1

HCID 58714511HCID 58714511, compoundYield 55%

Procedure

Following the general method as outlined in Example 15, starting from (2S,4EZ)-1-([1,1′-biphenyl]-4-ylcarbonyl)-N′-hydroxy-4-(methoxyimino)-2-pyrrolidinecarboximidamide (Intermediate 8) and (3,5-dioxo-1-piperazinyl)acetic acid, the title compound was obtained in 55% yield (99.0% purity by HPLC).

Sources & evidence

ORD record
ord-9c9f7f08c872434bbbe94e2b95989d0a
Source dataset
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07115639B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes