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6-(3,5-dimethylphenyl)sulfanyl-5-ethyl-1H-pyrimidine-2,4-dione → 1-[(5-Hydroxymethylcyclopent-1-en-1-yl) methyl]-5-ethyl-6-(3,5-dimethylphenylthio)-2,4-pyrimidinedione

HRID 581860
Notes
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Reaction equation

HRID 581860 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[C:33]([CH2:34]Br)=[CH:32][CH2:31][CH2:30]1)(C(C)(C)C)(C)C>>[OH:27][CH2:28][CH:29]1[C:33]([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:32][CH2:31][CH2:30]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 104927276-(3,5-dimethylphenyl)sulfanyl-5-ethyl-1H-pyrimidine-2,4-dioneHCID 53795506(5-t-Butyldimethylsilyloxymethylcyclopent-1-en-1-yl)methyl bromide

Product 1

HCID 543142781-[(5-Hydroxymethylcyclopent-1-en-1-yl) methyl]-5-ethyl-6-(3,5-dimethylphenylthio)-2,4-pyrimidinedioneYield 22.7%

Procedure

5-Ethyl-6-(3,5-dimethylphenylthio)-2,4-pyrimidinedione and (5-t-butyldimethylsilyloxymethylcyclopent-1-en-1-yl)methyl bromide were reacted by the same with the example 10 to obtain the titled compound.

Sources & evidence

ORD record
ord-7a3eda18d41c4f37ada165513028503c
Source dataset
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05922727

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes