Phosphorus oxychloride → 2-(4-Bromophenyl)-7-cyclopentyl-5-ethylimidazo[5,1-f][1,2,4]triazin-4(3H)-one

HRID 7566Notes

Reaction equation

HRID 7566 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:13][C:12](=[O:14])[C:11]([CH:15]([NH:18][C:19]([CH:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)=O)[CH2:16][CH3:17])=[N:10][N:9]=2)=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)=O>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:13][C:12](=[O:14])[C:11]3=[C:15]([CH2:16][CH3:17])[N:18]=[C:19]([CH:21]4[CH2:25][CH2:24][CH2:23][CH2:22]4)[N:10]3[N:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 135752686N-{1-[3-(4-Bromophenyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]propyl}cyclopentanecarboxamide

Product 1

HCID 1357526062-(4-Bromophenyl)-7-cyclopentyl-5-ethylimidazo[5,1-f][1,2,4]triazin-4(3H)-one

Procedure

In analogy to the procedure for Example 1, 2.34 g (5.77 mmol) N-{1-[3-(4-bromophenyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]propyl}cyclopentanecarboxamide, 4.43 g (28.9 mmol) phosphoric trichloride are stirred at reflux for 3 hours, proportionate amounts of the solvents are used.

Workup

  1. temperatureat reflux for 3 hours

Sources & evidence

ORD record
ord-51030bc0c1e8473286edfced07098f01
Source dataset
uspto-grants-2006_08
Patent number
US07087605B2

Reaction notes

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