Bicyclo(2.2.1)hept-5-ene-2-carbonyl chloride → N-[1-(3-Cyclopentyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]bicyclo[2.2.1]hept-5-ene-2-carboxamide

HRID 7554

Reaction equation

HRID 7554 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]12[CH2:23][CH:20]([CH:21]=[CH:22]1)[CH2:19][CH:18]2[C:24](Cl)=[O:25]>>[CH:11]1([C:8]2[NH:7][C:6](=[O:16])[C:5]([CH:2]([NH:1][C:24]([CH:18]3[CH2:19][CH:20]4[CH2:23][CH:17]3[CH:22]=[CH:21]4)=[O:25])[CH2:3][CH3:4])=[N:10][N:9]=2)[CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 98233Bicyclo(2.2.1)hept-5-ene-2-carbonyl chlorideHCID 1355940676-(1-aminopropyl)-3-cyclopentyl-1,2,4-triazin-5(4H)-one

Product 1

HCID 135752647N-[1-(3-Cyclopentyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]bicyclo[2.2.1]hept-5-ene-2-carboxamide

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, 120 mg (0.74 mmol) bicyclo[2.2.1]hept-5-ene-2-carbonyl 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-f76a8a8b48e24cfcac66d166cb5a1dec
Source dataset
uspto-grants-2006_08
Patent number
US07087605B2

Linked notes

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