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

HRID 7550

Reaction equation

HRID 7550 reaction equation
[NH2:1][CH:2]([C:5]1[C:6](=[O:22])[NH:7][C:8]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]([CH3:21])=[CH:13][CH:12]=2)=[N:9][N:10]=1)[CH2:3][CH3:4].[CH:23]1([C:28](Cl)=[O:29])[CH2:27][CH2:26][CH2:25][CH2:24]1>>[CH3:21][C:14]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:11]([C:8]2[NH:7][C:6](=[O:22])[C:5]([CH:2]([NH:1][C:28]([CH:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)=[O:29])[CH2:3][CH3:4])=[N:10][N:9]=2)=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 78284Cyclopentanecarbonyl chlorideHCID 1357526396-(1-aminopropyl)-3-(4-methyl-1-naphthyl)-1,2,4-triazin-5(4H)-one

Product 1

HCID 135752584N-{1-[3-(4-methyl-1-naphthyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]propyl}cyclopentanecarboxamide

Procedure

In analogy to the procedure for Example 36A, 600 mg (2.04 mmol) 6-(1-aminopropyl)-3-(4-methyl-1-naphthyl)-1,2,4-triazin-5(4H)-one, 270 mg (2.04 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

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

Sources & evidence

ORD record
ord-3515f6f04b2e4e65bb53076e6c2d4d2c
Source dataset
uspto-grants-2006_08
Patent number
US07087605B2

Linked notes

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