Dimethyl Sulfate → 5-Bromo-3-methyl-2-(methylthio)pyrimidin-4(3H)-one

HRID 598082

反応式

HRID 598082 の反応式
S([O:6][CH3:7])(OC)(=O)=O.[OH-].[K+].[Br:10][C:11]1[C:12](=O)[NH:13][C:14]([S:17][CH3:18])=[N:15][CH:16]=1>O1CCCC1.C(OCC)(=O)C>[Br:10][C:11]1[C:7](=[O:6])[N:15]([CH3:16])[C:14]([S:17][CH3:18])=[N:13][CH:12]=1

参加物

6

反応物 3

HCID 6497Dimethyl SulfateHCID 14797Potassium HydroxideHCID 2405655-Bromo-2-(methylsulfanyl)pyrimidin-4(3H)-one

生成物 1

HCID 32646665-Bromo-3-methyl-2-(methylthio)pyrimidin-4(3H)-one収率 94.5%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a mixture containing 0.70 g (5.5 mmol) of dimethyl sulfate and 0.25 g (4.5 mmol) of potassium hydroxide in 10 ml of tetrahydrofuran was added 0.5 g (2.25 mmol) of 5-Bromo-2-(methylthio)pyrimidin-4(3H)-one in portions over 15 min. After complete addition, the mixture was stirred overnight then diluted with ethyl acetate and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent and purification of the residue via Biotage chromatography eluting with 20% ethyl acetate/dichloromethane gave 0.5 g (94%) of product.

後処理

  1. additionAfter complete addition
  2. washwashed with water
  3. dry with materialThe organic phase was dried over magnesium sulfate
  4. filtrationFiltration, removal of solvent and purification of the residue via Biotage chromatography
  5. washeluting with 20% ethyl acetate/dichloromethane

出典と根拠

ORDレコード
ord-d4e65b5a47f349258865a7eb68080063
出典データセット
uspto-grants-2011_03
特許番号
US07897607B2

関連ノート

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