2-Bromo-4,5-dimethoxycinnamic acid → 1H-Purine-2,6-dione, 3,7-dihydro-8-(2-(2-bromo-4,5-dimethoxyphenyl)eth enyl)-1,3-diethyl-, (E)-

HRID 375343Notes

Reaction equation

HRID 375343 reaction equation
[NH2:1][C:2]1[C:3](=[O:14])[N:4]([CH2:12][CH3:13])[C:5](=[O:11])[N:6]([CH2:9][CH3:10])[C:7]=1[NH2:8].[Br:15][C:16]1[CH:26]=[C:25]([O:27][CH3:28])[C:24]([O:29][CH3:30])=[CH:23][C:17]=1[CH:18]=[CH:19][C:20](O)=O>>[Br:15][C:16]1[CH:26]=[C:25]([O:27][CH3:28])[C:24]([O:29][CH3:30])=[CH:23][C:17]=1/[CH:18]=[CH:19]/[C:20]1[NH:1][C:2]2[C:3](=[O:14])[N:4]([CH2:12][CH3:13])[C:5](=[O:11])[N:6]([CH2:9][CH3:10])[C:7]=2[N:8]=1

Participants

3

Reactant 2

HCID 2858492-Bromo-4,5-dimethoxycinnamic acidHCID 45721335,6-Diamino-1,3-diethyluracil

Product 1

HCID 64488981H-Purine-2,6-dione, 3,7-dihydro-8-(2-(2-bromo-4,5-dimethoxyphenyl)eth enyl)-1,3-diethyl-, (E)-Yield 49.2%

Procedure

Substantially the same procedure as in Example 7 was repeated using 3.00 g (15.1 mmol) of 5,6-diamino-1,3-diethyluracil and 4.78 g (17.2 mmol) of 2-bromo-4,5-dimethoxycinnamic acid. Then, the resultant crude crystals were recrystallized from dioxane to give 3.34 g (yield 49%) of Compound 122 as pale yellow needles.

Workup

  1. customThen, the resultant crude crystals were recrystallized from dioxane

Sources & evidence

ORD record
ord-7731106bc2754c0999680bea3dd09f98
Source dataset
uspto-grants-1996_01
Patent number
US05484920

Reaction notes

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