Phosphorus oxychloride → 7-(4-tert-Butylcyclohexyl)-5-ethyl-2-(3-nitrophenyl)imidazo[5,1-f][1,2,4]triazin-4(3H)-one

HRID 1791187Notes

Reaction equation

[C:1]([C@@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]([NH:13][CH:14]([C:17]2[C:18](=[O:32])[NH:19][C:20]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-:31])=[O:30])[CH:24]=3)=[N:21][N:22]=2)[CH2:15][CH3:16])=O)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].P(Cl)(Cl)(Cl)=O>>[C:1]([CH:5]1[CH2:10][CH2:9][CH:8]([C:11]2[N:22]3[C:17]([C:18](=[O:32])[NH:19][C:20]([C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-:31])=[O:30])[CH:24]=4)=[N:21]3)=[C:14]([CH2:15][CH3:16])[N:13]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 178457784HCID 178457784, compound

Product 1

HCID 1356820387-(4-tert-Butylcyclohexyl)-5-ethyl-2-(3-nitrophenyl)imidazo[5,1-f][1,2,4]triazin-4(3H)-one

Procedure

In analogy to the procedure for Example 21A, 5.1 g (11.6 mmol) crude cis-4-tert-butyl-N-{1-[3-(3-nitrophenyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]propyl}cyclo-hexanecarboxamide (Example 20A), 2.7 g (17.4 mmol) phosphoric trichloride are stirred at reflux for 3 hours and proportionate amounts of the solvents are used.

Workup

temperatureat reflux for 3 hours

Sources & evidence

ORD record: ord-dc632e6c43e7444987fca0e1a90e6503
Source dataset: uspto-grants-2006_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07074790B2

Reaction notes

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