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Cyclopropanecarbonyl chloride → N-[1-(3-Cyclopentyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]cyclopropanecarboxamide

HRID 7552
Notes
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Reaction equation

HRID 7552 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:20](Cl)=[O:21])[CH2:19][CH2:18]1>>[CH:11]1([C:8]2[NH:7][C:6](=[O:16])[C:5]([CH:2]([NH:1][C:20]([CH:17]3[CH2:19][CH2:18]3)=[O:21])[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 77637Cyclopropanecarbonyl chlorideHCID 1355940676-(1-aminopropyl)-3-cyclopentyl-1,2,4-triazin-5(4H)-one

Product 1

HCID 135752583N-[1-(3-Cyclopentyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]cyclopropanecarboxamide

Procedure

In analogy to the procedure for Example 36A, 150 mg (0.67 mmol) 6-(1-aminopropyl)-3-cyclopentyl-1,2,4-triazin-5(4H)-one, 80 mg (0.74 mmol) cyclopropylcarbonyl 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-a30e5fed5e5f49cb8f81dd65e7fa1170
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