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

HRID 7560

Reaction equation

HRID 7560 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].[C:17]12([C:27](Cl)=[O:28])[CH2:26][CH:21]3[CH2:22][CH:23]([CH2:25][CH:19]([CH2:20]3)[CH2:18]1)[CH2:24]2>>[CH:11]1([C:8]2[NH:7][C:6](=[O:16])[C:5]([CH:2]([NH:1][C:27]([C:17]34[CH2:26][CH:21]5[CH2:20][CH:19]([CH2:25][CH:23]([CH2:22]5)[CH2:24]3)[CH2:18]4)=[O:28])[CH2:3][CH3:4])=[N:10][N:9]=2)[CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 989151-Adamantanecarbonyl chlorideHCID 1355940676-(1-aminopropyl)-3-cyclopentyl-1,2,4-triazin-5(4H)-one

Product 1

HCID 135752600N-[1-(3-Cyclopentyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]-1-adamantanecarboxamide

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, 150 mg (0.74 mmol) 1-adamantanecarbonyl 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-2c41a0bf41f549ef9c4090cba41496dd
Source dataset
uspto-grants-2006_08
Patent number
US07087605B2

Linked notes

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