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

HRID 7541

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:19](Cl)=[O:20])[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:19]([CH:15]3[CH2:18][CH2:17][CH2:16]3)=[O:20])[CH2:3][CH3:4])=[N:10][N:9]=2)[CH2:13][CH2:12]1

Participants

Reactant 2

HCID 78705Cyclobutanecarbonyl chloride

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

Product 1

HCID 135752531N-[1-(3-cyclopropyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]cyclobutanecarboxamide

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, 150 mg (1.29 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

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

Sources & evidence

ORD record: ord-e8a991ceb0764091bbad87e8571af243
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07087605B2

Linked notes

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