Cyclopentanecarbonyl chloride → N-[1-(3-cyclopropyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]cyclopentanecarboxamide

HRID 7542

Reaction equation

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

Participants

Reactant 2

HCID 78284Cyclopentanecarbonyl chloride

HCID 1355940716-(1-Aminopropyl)-3-cyclopropyl-1,2,4-triazin-5(4h)-one

Product 1

HCID 135752607N-[1-(3-cyclopropyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]cyclopentanecarboxamide

Procedure

In analogy to the procedure for Example 36A, 250 mg (1.29 mmol) 6-(1-aminopropyl)-3-cyclopropyl-1,2,4-triazin-5(4H)-one, 170 mg (1.29 mmol) cyclopentanecarbonyl chloride and proportionate amounts of the other reagents are used. The crude product is used in the next step without further purification.

Workup

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

Sources & evidence

ORD record: ord-6913902c0d744d708d3052c48a047039
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07087605B2

Linked notes

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