2,4-Ditert-butoxy-5-(3-methyl-2-thienyl)pyrimidine → 5-(3-Methyl-thiophen-2-yl)-1H-pyrimidine-2,4-dione

HRID 12661Notes

Reaction equation

HRID 12661 reaction equation
C([O:5][C:6]1[N:11]=[C:10]([O:12]C(C)(C)C)[C:9]([C:17]2[S:18][CH:19]=[CH:20][C:21]=2[CH3:22])=[CH:8][N:7]=1)(C)(C)C>O1CCOCC1>[CH3:22][C:21]1[CH:20]=[CH:19][S:18][C:17]=1[C:9]1[C:10](=[O:12])[NH:11][C:6](=[O:5])[NH:7][CH:8]=1

Participants

3

Reactant 1

HCID 44586132,4-Ditert-butoxy-5-(3-methyl-2-thienyl)pyrimidine

Product 1

HCID 149145925-(3-Methyl-thiophen-2-yl)-1H-pyrimidine-2,4-dioneYield 101.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of 2,4-di-tert-butoxy-5-(3-methyl-thiophen-2-yl)-pyrimidine (Prep 25, 165 mg, 0.52 mmol) in dioxane (5 mL) 4N HClaq in dioxane (1 mL) was added at 0° C. After stirring for 8 hours, the mixture was evaporated to give 110 mg of the title compound as white solid (quantitative yield)

Workup

  1. customthe mixture was evaporated

Sources & evidence

ORD record
ord-40a4ef48518c4ccc87e1f68997792b69
Source dataset
uspto-grants-2010_06
Patent number
US07727988B2

Reaction notes

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