3-(3-Bromo-4-methoxyphenyl)-2-propenoic acid → 1H-Purine-2,6-dione, 3,7-dihydro-8-(2-(3-bromo-4-methoxyphenyl)ethenyl )-1,3-diethyl-, (E)-

HRID 375341Notes

Reaction equation

HRID 375341 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:17]=[C:18]([CH:24]=[CH:25][C:26]=1[O:27][CH3:28])[CH:19]=[CH:20][C:21](O)=O>>[Br:15][C:16]1[CH:17]=[C:18]([CH:24]=[CH:25][C:26]=1[O:27][CH3:28])/[CH:19]=[CH:20]/[C:21]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 7197543-(3-Bromo-4-methoxyphenyl)-2-propenoic acidHCID 45721335,6-Diamino-1,3-diethyluracil

Product 1

HCID 64488941H-Purine-2,6-dione, 3,7-dihydro-8-(2-(3-bromo-4-methoxyphenyl)ethenyl )-1,3-diethyl-, (E)-Yield 17.1%

Procedure

Substantially the same procedure as in Example 7 was repeated using 2.00 g (10.1 mmol) of 5,6-diamino-1,3-diethyluracil and 2.72 g (10.6 mmol) of 3-bromo-4methoxycinnamic acid. Then, the resultant crude crystals were recrystallized from dioxane to give 726 mg (yield 17%) of Compound 118 as pale brown needles.

Workup

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

Sources & evidence

ORD record
ord-f8ed51c693e14406ad69c0b526161ab7
Source dataset
uspto-grants-1996_01
Patent number
US05484920

Reaction notes

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