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

HRID 7582Notes

Reaction equation

HRID 7582 reaction equation
[CH:1]1([C:6]2[NH:11][C:10](=[O:12])[C:9]([CH:13]([NH:16][C:17](=O)[CH2:18][CH2:19][CH2:20][CH3:21])[CH2:14][CH3:15])=[N:8][N:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.P(Cl)(Cl)(Cl)=O>>[CH2:18]([C:17]1[N:8]2[C:9]([C:10](=[O:12])[NH:11][C:6]([CH:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)=[N:7]2)=[C:13]([CH2:14][CH3:15])[N:16]=1)[CH2:19][CH2:20][CH3:21]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 135752627N-[1-(3-Cyclopentyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]pentanamide

Product 1

HCID 1357525697-Butyl-2-cyclopentyl-5-ethylimidazo[5,1-f][1,2,4]triazin-4(3H)-one

Procedure

In analogy to the procedure for Example 1, 200 mg (0.65 mmol) crude N-[1-(3-cyclopentyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]pentanamide, 165 mg (1.1 mmol) phosphoric trichloride are stirred at reflux for 4 hours, proportionate amounts of the solvents are used. The product is purified by chromatography (preparative HPLC).

Workup

  1. temperatureat reflux for 4 hours
  2. customThe product is purified by chromatography (preparative HPLC)

Sources & evidence

ORD record
ord-8382ac1c71f34947b8e5d63f5d6890bb
Source dataset
uspto-grants-2006_08
Patent number
US07087605B2

Reaction notes

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