Nitric Acid → 5-Nitro-2-propoxyphenyl-5-methyl-7-cyclopentyl-3H-imidazo[5,1-f][1,2,4]-triazin-4-one

HRID 1814830Notes

Reaction equation

HRID 1814830 reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[NH:16][C:15](=[O:17])[C:14]2=[C:18]([CH3:26])[N:19]=[C:20]([CH:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)[N:13]2[N:12]=1)[CH2:2][CH3:3].[N+:27]([O-])([OH:29])=[O:28]>FC(F)(F)C(O)=O>[N+:27]([C:8]1[CH:9]=[CH:10][C:5]([O:4][CH2:1][CH2:2][CH3:3])=[C:6]([C:11]2[NH:16][C:15](=[O:17])[C:14]3=[C:18]([CH3:26])[N:19]=[C:20]([CH:21]4[CH2:25][CH2:24][CH2:23][CH2:22]4)[N:13]3[N:12]=2)[CH:7]=1)([O-:29])=[O:28]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 1356049532-(2-Propoxyphenyl)-5-methyl-7-cyclopentyl-3H-imidazo[5,1-f][1,2,4]-triazin-4-one

Product 1

HCID 1356049635-Nitro-2-propoxyphenyl-5-methyl-7-cyclopentyl-3H-imidazo[5,1-f][1,2,4]-triazin-4-one

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Analogously to the procedure of example 41A, 10.0 g (28.4 mmol) of the compound from example 26A are nitrated in 160 ml of trifluoroacetic acid and 40 ml of 70% strength nitric acid. The product is purified by silica gel chromatography using toluene and ethyl acetate in a gradient system.

Workup

  1. customThe product is purified by silica gel chromatography

Sources & evidence

ORD record
ord-b1eda868f3b0479caeb4f973fd2367f3
Source dataset
uspto-grants-2005_04
Patent number
US06878708B2

Reaction notes

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