5,6-Diamino-1,3-diethyluracil → 1H-Purine-2,6-dione, 3,7-dihydro-1,3-diethyl-8-(2-(2,4-dimethoxy-3-methylphenyl)ethenyl)-, (E)-

HRID 1077484Notes

Reaction equation

HRID 1077484 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].[CH3:15][O:16][C:17]1[C:27]([CH3:28])=[C:26]([O:29][CH3:30])[CH:25]=[CH:24][C:18]=1[CH:19]=[CH:20][C:21](O)=O>>[CH3:15][O:16][C:17]1[C:27]([CH3:28])=[C:26]([O:29][CH3:30])[CH:25]=[CH:24][C:18]=1/[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 45721335,6-Diamino-1,3-diethyluracilHCID 534015772,4-Dimethoxy-3-methylcinnamic acid

Product 1

HCID 64488611H-Purine-2,6-dione, 3,7-dihydro-1,3-diethyl-8-(2-(2,4-dimethoxy-3-methylphenyl)ethenyl)-, (E)-Yield 34.5%

Procedure

Substantially the same procedure as in Reference Example 70 was repeated using 2.0 g (10.1 mmol) of 5,6-diamino-1,3-diethyluracil and 2.04 g (9.19 mmol) of 2,4-dimethoxy-3-methylcinnamic acid. Then, the resultant crude crystals were recrystallized from dioxane/water to give 1.22 g (yield 32%) of Compound 85 as a yellow powder.

Workup

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

Sources & evidence

ORD record
ord-20291d006e7c4d43a2464a784dff80db
Source dataset
uspto-grants-1996_08
Patent number
US05543415

Reaction notes

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