Chlorotrimethylsilane → Methyl 5-chloro-2-(methylthio)pyrimidine-4-carboxylate

HRID 518780ノート

反応式

HRID 518780 の反応式
Cl[Si](C)(C)[CH3:3].[Cl:6][C:7]1[C:8]([C:15]([OH:17])=[O:16])=[N:9][C:10]([S:13][CH3:14])=[N:11][CH:12]=1>CO.ClCCl>[Cl:6][C:7]1[C:8]([C:15]([O:17][CH3:3])=[O:16])=[N:9][C:10]([S:13][CH3:14])=[N:11][CH:12]=1

参加物

5

反応物 2

HCID 6397ChlorotrimethylsilaneHCID 7257115-Chloro-2-(methylsulfanyl)pyrimidine-4-carboxylic acid

生成物 1

HCID 4736921Methyl 5-chloro-2-(methylthio)pyrimidine-4-carboxylate収率 95.1%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

16.0 g of chloro(trimethyl)silane are added dropwise to a solution of 6.2 g of 5-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylic acid 1 in 100 ml of methanol and 100 ml of dichloromethane. The mixture is stirred at ambient temperature for 20 h, and then concentrated under vacuum. The residue is taken up with water and extracted with dichloromethane. The organic phase is dried over magnesium sulfate and concentrated under vacuum so as to obtain 6.3 g of methyl 5-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate 2 in the form of a brown oil.

後処理

  1. concentrationconcentrated under vacuum
  2. extractionextracted with dichloromethane
  3. dry with materialThe organic phase is dried over magnesium sulfate
  4. concentrationconcentrated under vacuum so as

出典と根拠

ORDレコード
ord-a1bfda7f613a4a7d9be41445376a8292
出典データセット
uspto-grants-2015_08
特許番号
US09115140B2

反応ノート

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