5,6-Diamino-1,3-dipropyl-2,4(1H,3H)-pyrimidinedione → 1H-Purine-2,6-dione, 3,7-dihydro-1,3-dipropyl-8-(2-(4-methoxy-2,3-dimethylphenyl)ethenyl)-, (E)-

HRID 1077449

Reaction equation

HRID 1077449 reaction equation
[NH2:1][C:2]1[C:3](=[O:16])[N:4]([CH2:13][CH2:14][CH3:15])[C:5](=[O:12])[N:6]([CH2:9][CH2:10][CH3:11])[C:7]=1[NH2:8].[CH3:17][O:18][C:19]1[CH:29]=[CH:28][C:22]([CH:23]=[CH:24][C:25](O)=O)=[C:21]([CH3:30])[C:20]=1[CH3:31]>>[CH3:17][O:18][C:19]1[CH:29]=[CH:28][C:22](/[CH:23]=[CH:24]/[C:25]2[NH:1][C:2]3[C:3](=[O:16])[N:4]([CH2:13][CH2:14][CH3:15])[C:5](=[O:12])[N:6]([CH2:9][CH2:10][CH3:11])[C:7]=3[N:8]=2)=[C:21]([CH3:30])[C:20]=1[CH3:31]

Participants

3

Reactant 2

HCID 50986055,6-Diamino-1,3-dipropyl-2,4(1H,3H)-pyrimidinedioneHCID 534017704-Methoxy-2,3-dimethylcinnamic acid

Product 1

HCID 64487761H-Purine-2,6-dione, 3,7-dihydro-1,3-dipropyl-8-(2-(4-methoxy-2,3-dimethylphenyl)ethenyl)-, (E)-Yield 48.3%

Procedure

Substantially the same procedure as in Reference Example 1 was repeated using 2.31 g (10.24 mmol) of 5,6-diamino-1,3-dipropyluracil and 2.42 g (15.4 mmol) of 4-methoxy-2,3-dimethylcinnamic acid. Then, the resultant crude crystals were recrystallized from dioxane/water to give 1.96 g (yield 48%) of Compound 13 as a white powder.

Workup

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

Sources & evidence

ORD record
ord-62734881143a4f52808ad388d17a06a3
Source dataset
uspto-grants-1996_08
Patent number
US05543415

Linked notes

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