2-Chloro-3,4-dimethoxycinnamic acid → 1H-Purine-2,6-dione, 3,7-dihydro-8-(2-(2-chloro-3,4-dimethoxyphenyl)ethenyl)-1,3-diethyl-, (E)-

HRID 1077494Notes

Reaction equation

HRID 1077494 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].[Cl:15][C:16]1[C:26]([O:27][CH3:28])=[C:25]([O:29][CH3:30])[CH:24]=[CH:23][C:17]=1[CH:18]=[CH:19][C:20](O)=O>>[Cl:15][C:16]1[C:26]([O:27][CH3:28])=[C:25]([O:29][CH3:30])[CH:24]=[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 27749672-Chloro-3,4-dimethoxycinnamic acidHCID 45721335,6-Diamino-1,3-diethyluracil

Product 1

HCID 64488881H-Purine-2,6-dione, 3,7-dihydro-8-(2-(2-chloro-3,4-dimethoxyphenyl)ethenyl)-1,3-diethyl-, (E)-Yield 54%

Procedure

Substantially the same procedure as in Reference Example 70 was repeated using 2.00 g (10.1 mmol) of 5,6-diamino-1,3-diethyluracil and 2.94 g (12.1 mmol) of 2-chloro-3,4-dimethoxycinnamic acid. Then, the resultant crude crystals were recrystallized from 2-propanol/water to give 2.19 g (yield 54%) of Compound 105 as pale yellow needles.

Workup

  1. customThen, the resultant crude crystals were recrystallized from 2-propanol/water

Sources & evidence

ORD record
ord-1a4a9fadedd44c898a7f5a0d2d53ac1b
Source dataset
uspto-grants-1996_08
Patent number
US05543415

Reaction notes

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