5-Isopropyl-6-(3,5-dimethylphenyl)thio-2,4-pyrimidinedione → 1-[(5-Hydroxymethylcyclopent-1-en-1-yl)methyl]-5-Isopropyl-6-(3,5-dimethyl-phenylthio)-2,4-pyrimidinedione

HRID 581862Notes

Reaction equation

HRID 581862 reaction equation
[CH:1]([C:4]1[C:5](=[O:20])[NH:6][C:7](=[O:19])[NH:8][C:9]=1[S:10][C:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[C:13]([CH3:18])[CH:12]=1)([CH3:3])[CH3:2].[Si]([O:28][CH2:29][CH:30]1[C:34]([CH2:35]Br)=[CH:33][CH2:32][CH2:31]1)(C(C)(C)C)(C)C>>[OH:28][CH2:29][CH:30]1[C:34]([CH2:35][N:8]2[C:9]([S:10][C:11]3[CH:12]=[C:13]([CH3:18])[CH:14]=[C:15]([CH3:17])[CH:16]=3)=[C:4]([CH:1]([CH3:3])[CH3:2])[C:5](=[O:20])[NH:6][C:7]2=[O:19])=[CH:33][CH2:32][CH2:31]1

Participants

3

Reactant 2

HCID 104937275-Isopropyl-6-(3,5-dimethylphenyl)thio-2,4-pyrimidinedioneHCID 53795506(5-t-Butyldimethylsilyloxymethylcyclopent-1-en-1-yl)methyl bromide

Product 1

HCID 539964281-[(5-Hydroxymethylcyclopent-1-en-1-yl)methyl]-5-Isopropyl-6-(3,5-dimethyl-phenylthio)-2,4-pyrimidinedioneYield 37.6%

Procedure

5-Isopropyl-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 (83 mg).

Sources & evidence

ORD record
ord-16314345f0474942bdcc4c56cef5c33d
Source dataset
uspto-grants-1999_07
Patent number
US05922727

Reaction notes

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