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-2,5-dimethylphenyl)ethenyl)-, (E)-

HRID 375329Notes

Reaction equation

HRID 375329 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[C:29]([CH3:30])=[CH:28][C:22]([CH:23]=[CH:24][C:25](O)=O)=[C:21]([CH3:31])[CH:20]=1>>[CH3:17][O:18][C:19]1[C:29]([CH3:30])=[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]([CH3:31])[CH:20]=1

Participants

3

Reactant 2

HCID 50986055,6-Diamino-1,3-dipropyl-2,4(1H,3H)-pyrimidinedioneHCID 51998984-Methoxy-2,5-dimethylcinnamic acid

Product 1

HCID 64487921H-Purine-2,6-dione, 3,7-dihydro-1,3-dipropyl-8-(2-(4-methoxy-2,5-dimethylphenyl)ethenyl)-, (E)-Yield 45%

Procedure

Substantially the same procedure as in Reference Example 1 was repeated using 2.5 g (11.1 mmol) of 5,6-diamino-1,3-dipropyluracil and 2.51 g (12.17 mmol) of 4-methoxy-2,5-dimethylcinnamic acid. Then, the resultant crude crystals were recrystallized from ethanol/water to give 1.98 g (yield 45%) of Compound 44 as white crystals.

Workup

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

Sources & evidence

ORD record
ord-d0d0444b572045d288d914b3018976b0
Source dataset
uspto-grants-1996_01
Patent number
US05484920

Reaction notes

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