6-(3,5-dimethylphenyl)sulfanyl-5-ethyl-1H-pyrimidine-2,4-dione → 6-(3,5-Dimethylphenyl)sulfanyl-5-ethyl-1-[[4-(hydroxymethyl)cyclopenten-1-yl]methyl]pyrimidine-2,4-dione

HRID 581855Notes

Reaction equation

HRID 581855 reaction equation
[CH2:1]([C:3]1[C:4](=[O:19])[NH:5][C:6](=[O:18])[NH:7][C:8]=1[S:9][C:10]1[CH:15]=[C:14]([CH3:16])[CH:13]=[C:12]([CH3:17])[CH:11]=1)[CH3:2].[Si]([O:27][CH2:28][CH:29]1[CH2:33][C:32]([CH2:34]Br)=[CH:31][CH2:30]1)(C(C)(C)C)(C)C>>[OH:27][CH2:28][CH:29]1[CH2:33][C:32]([CH2:34][N:7]2[C:8]([S:9][C:10]3[CH:11]=[C:12]([CH3:17])[CH:13]=[C:14]([CH3:16])[CH:15]=3)=[C:3]([CH2:1][CH3:2])[C:4](=[O:19])[NH:5][C:6]2=[O:18])=[CH:31][CH2:30]1

Participants

3

Reactant 2

HCID 104927276-(3,5-dimethylphenyl)sulfanyl-5-ethyl-1H-pyrimidine-2,4-dioneHCID 53841289HCID 53841289, compound

Product 1

HCID 4745936-(3,5-Dimethylphenyl)sulfanyl-5-ethyl-1-[[4-(hydroxymethyl)cyclopenten-1-yl]methyl]pyrimidine-2,4-dioneYield 21.4%

Procedure

5-Ethyl-6-(3,5-dimethylphenylthio)-2,4-pyrimidinedione and (4-t-butyl-dimethylsilyloxymethylcyclopent-1-en-1-yl)methyl bromide were reacted by the same way with the example 6 to obtain the titled compound (48 mg).

Sources & evidence

ORD record
ord-9a90e0c048974abebf2518b57a098489
Source dataset
uspto-grants-1999_07
Patent number
US05922727

Reaction notes

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