6-(3,5-Dimethyl-benzoyl)-5-isopropyl-1H-pyrimidine-2,4-dione → 1-{[3,4-Di(hydroxymethyl)cyclopent-1-en-1-yl]methyl}-5-isopropyl-6-(3,5-dimethylbenzoyl)-2,4-pyrimidinedione

HRID 581878

Reaction equation

HRID 581878 reaction equation
[CH:1]([C:4]1[C:5](=[O:21])[NH:6][C:7](=[O:20])[NH:8][C:9]=1[C:10](=[O:19])[C:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[C:13]([CH3:18])[CH:12]=1)([CH3:3])[CH3:2].[Si]([O:29][CH2:30][CH:31]1[CH:35]([CH2:36][O:37][Si](C(C)(C)C)(C)C)[CH2:34][C:33]([CH2:45]Br)=[CH:32]1)(C(C)(C)C)(C)C>>[OH:29][CH2:30][CH:31]1[CH:35]([CH2:36][OH:37])[CH2:34][C:33]([CH2:45][N:8]2[C:9]([C:10](=[O:19])[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:21])[NH:6][C:7]2=[O:20])=[CH:32]1

Participants

3

Reactant 2

HCID 222565826-(3,5-Dimethyl-benzoyl)-5-isopropyl-1H-pyrimidine-2,4-dioneHCID 54350482[3,4-Di(t-butyldimethylsilyloxymethyl)cyclopent-1-en-1-yl]methyl bromide

Product 1

HCID 699778071-{[3,4-Di(hydroxymethyl)cyclopent-1-en-1-yl]methyl}-5-isopropyl-6-(3,5-dimethylbenzoyl)-2,4-pyrimidinedioneYield 26.3%

Procedure

5-Isopropyl-6-(3,5-dimethylbenzoyl)-2,4-pyrimidinedione and [3,4-di(t-butyldimethylsilyloxymethyl)cyclopent-1-en-1-yl]methyl bromide were reacted by the same method with example 28 to obtain the titled compound (74 mg).

Sources & evidence

ORD record
ord-0876341c625343e3aca665566e713242
Source dataset
uspto-grants-1999_07
Patent number
US05922727

Linked notes

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