5-Ethyl-6-(3,5-dimethylphenoxy)-2,4-pyrimidinedione → 6-(3,5-Dimethylphenoxy)-5-ethyl-1-[[5-(hydroxymethyl)cyclopenten-1-yl]methyl]pyrimidine-2,4-dione

HRID 581866Notes

Reaction equation

HRID 581866 reaction equation
[CH2:1]([C:3]1[C:4](=[O:19])[NH:5][C:6](=[O:18])[NH:7][C:8]=1[O: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]([O: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

Participants

3

Reactant 2

HCID 109232665-Ethyl-6-(3,5-dimethylphenoxy)-2,4-pyrimidinedioneHCID 53795506(5-t-Butyldimethylsilyloxymethylcyclopent-1-en-1-yl)methyl bromide

Product 1

HCID 4746006-(3,5-Dimethylphenoxy)-5-ethyl-1-[[5-(hydroxymethyl)cyclopenten-1-yl]methyl]pyrimidine-2,4-dioneYield 21.3%

Procedure

5-Ethyl-6-(3,5-dimethylphenoxy)-2,4-pyrimidinedione and (5-t-butyldimethylsilyloxymethylcyclopent-1-en-1-yl)methyl bromide were reacted by the same method with example 6 to obtain the titled compound (52 mg).

Sources & evidence

ORD record
ord-ab75203508ce461ba4244e0c6df38820
Source dataset
uspto-grants-1999_07
Patent number
US05922727

Reaction notes

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