3-Trifluoromethylcinnamic acid → 1H-Purine-2,6-dione, 3,7-dihydro-1,3-diethyl-8-(2-(3-(trifluoromethyl)phenyl)ethenyl)-, (E)-

HRID 375360Notes

Reaction equation

HRID 375360 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].[F:15][C:16]([F:29])([F:28])[C:17]1[CH:18]=[C:19]([CH:25]=[CH:26][CH:27]=1)[CH:20]=[CH:21][C:22](O)=O>>[CH2:12]([N:4]1[C:3](=[O:14])[C:2]2[NH:1][C:22](/[CH:21]=[CH:20]/[C:19]3[CH:25]=[CH:26][CH:27]=[C:17]([C:16]([F:15])([F:28])[F:29])[CH:18]=3)=[N:8][C:7]=2[N:6]([CH2:9][CH3:10])[C:5]1=[O:11])[CH3:13]

Participants

3

Reactant 2

HCID 855273-Trifluoromethylcinnamic acidHCID 45721335,6-Diamino-1,3-diethyluracil

Product 1

HCID 64489321H-Purine-2,6-dione, 3,7-dihydro-1,3-diethyl-8-(2-(3-(trifluoromethyl)phenyl)ethenyl)-, (E)-

Procedure

Substantially the same procedure as in Example 7 was repeated using 2.50 g (12.6 mmol) of 5,6-diamino-1,3-diethyluracil and 3.0 g (13.9 mmol) of 3-trifluoromethylcinnamic acid. Then, the resultant crude crystals were recrystallized from acetonitrile/water to give 2.07 g (yield of Compound 156 as white needles.

Workup

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

Sources & evidence

ORD record
ord-971079775d22481d97bdcfe29fbfb2d6
Source dataset
uspto-grants-1996_01
Patent number
US05484920

Reaction notes

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