Dimethylformamide → 6-Methoxy-4-(methoxycarbonyl)methoxy-2-methylthiopyrimidine

HRID 1862311ノート

反応式

HRID 1862311 の反応式
[H-].[Na+].Cl[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[N:7]=[C:6]([S:12][CH3:13])[N:5]=1.[C:14]([O:18][CH3:19])(=[O:17])[CH2:15][OH:16].CN(C)C=O>O>[CH3:11][O:10][C:8]1[N:7]=[C:6]([S:12][CH3:13])[N:5]=[C:4]([O:16][CH2:15][C:14]([O:18][CH3:19])=[O:17])[CH:9]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 66774Methyl GlycolateHCID 98369994-Chloro-6-methoxy-2-(methylthio)pyrimidine

生成物 1

HCID 186191496-Methoxy-4-(methoxycarbonyl)methoxy-2-methylthiopyrimidine収率 59.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

0.4 g of sodium hydride was added to a mixture of 1.59 g of 4-chloro-6-methoxy-2-methylthiopyrimidine, 0.98 g of methyl glycolate and 10 ml of N,N-dimethylformamide at 0° C. The mixture was stirred at room temperature for 5 hours, then, the reaction solution was poured into water, and extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 1.22 g of 6-methoxy-4-(methoxycarbonyl)methoxy-2-methylthiopyrimidine.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated saline
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-2731ef37d29f49258025de724c9914ec
出典データセット
uspto-grants-2003_03
特許番号
US06537948B1

反応ノート

読み込み中…