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Cyclobutanecarbonyl chloride → N-[1-(3-cyclopentyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]cyclobutanecarboxamide

HRID 7543
Notes
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Reaction equation

HRID 7543 reaction equation
[NH2:1][CH:2]([C:5]1[C:6](=[O:16])[NH:7][C:8]([CH:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[N:9][N:10]=1)[CH2:3][CH3:4].[CH:17]1([C:21](Cl)=[O:22])[CH2:20][CH2:19][CH2:18]1>>[CH:11]1([C:8]2[NH:7][C:6](=[O:16])[C:5]([CH:2]([NH:1][C:21]([CH:17]3[CH2:20][CH2:19][CH2:18]3)=[O:22])[CH2:3][CH3:4])=[N:10][N:9]=2)[CH2:15][CH2:14][CH2:13][CH2:12]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 78705Cyclobutanecarbonyl chlorideHCID 1355940676-(1-aminopropyl)-3-cyclopentyl-1,2,4-triazin-5(4H)-one

Product 1

HCID 135752666N-[1-(3-cyclopentyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]cyclobutanecarboxamide

Procedure

In analogy to the procedure for Example 36A, 200 mg (0.90 mmol) 6-(1-aminopropyl)-3-cyclopentyl-1,2,4-triazin-5(4H)-one, 110 mg (0.90 mmol) cyclobutanecarbonyl chloride and proportionate amounts of the other reagents are used. The crude product is used in the next step without further purification.

Workup

  1. customThe crude product is used in the next step without further purification

Sources & evidence

ORD record
ord-4bcafa10a53542d891597c168d3e248e
Source dataset
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07087605B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes