3-(2,3,4-Trimethoxyphenyl)-2-propenoic acid → 1H-Purine-2,6-dione, 3,7-dihydro-1,3-dipropyl-8-(2-(2,3,4-trimethoxyphenyl)ethenyl)-, (E)-

HRID 375318Notes

Reaction equation

HRID 375318 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]([O:30][CH3:31])=[C:28]([O:32][CH3:33])[CH:27]=[CH:26][C:20]=1[CH:21]=[CH:22][C:23](O)=O>>[CH2:13]([N:4]1[C:3](=[O:16])[C:2]2[NH:1][C:23](/[CH:22]=[CH:21]/[C:20]3[CH:26]=[CH:27][C:28]([O:32][CH3:33])=[C:29]([O:30][CH3:31])[C:19]=3[O:18][CH3:17])=[N:8][C:7]=2[N:6]([CH2:9][CH2:10][CH3:11])[C:5]1=[O:12])[CH2:14][CH3:15]

Participants

3

Reactant 2

HCID 1184003-(2,3,4-Trimethoxyphenyl)-2-propenoic acidHCID 50986055,6-Diamino-1,3-dipropyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 64487571H-Purine-2,6-dione, 3,7-dihydro-1,3-dipropyl-8-(2-(2,3,4-trimethoxyphenyl)ethenyl)-, (E)-Yield 49%

Procedure

Substantially the same procedure as in Reference Example 1 was repeated using 2.00 g (8.85 mmol) of 5,6-diamino-1,3-dipropyluracil and 2.32 g (9.73 mmol) of 2,3,4-trimethoxycinnamic acid. Then, the resultant crude crystals were recrystallized from 2-propanol/water to give 1.84 g (yield 49%) of Compound 20 as pale yellow needles.

Workup

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

Sources & evidence

ORD record
ord-13fcaa1da608441abb80acba16cb0460
Source dataset
uspto-grants-1996_01
Patent number
US05484920

Reaction notes

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