Acetonitrile → Methyl 7-[2-(difluoromethoxy)phenyl]-2-(methylsulfanyl)thieno[3,2-d]pyrimidine-6-carboxylate

HRID 518786ノート

反応式

HRID 518786 の反応式
Cl[C:2]1[C:3]([C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:18][CH:19]([F:21])[F:20])=O)=[N:4][C:5]([S:8][CH3:9])=[N:6][CH:7]=1.[SH:22][CH2:23][C:24]([O:26][CH3:27])=[O:25].C(=O)([O-])[O-].[K+].[K+].C(#N)C>Cl>[F:20][CH:19]([F:21])[O:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[C:10]1[C:3]2[N:4]=[C:5]([S:8][CH3:9])[N:6]=[CH:7][C:2]=2[S:22][C:23]=1[C:24]([O:26][CH3:27])=[O:25]

参加物

6

反応物 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 16907Methyl ThioglycolateHCID 86697954(5-Chloro-2-(methylthio)pyrimidin-4-YL)(2-(difluoromethoxy)phenyl)methanone

生成物 1

HCID 86697955Methyl 7-[2-(difluoromethoxy)phenyl]-2-(methylsulfanyl)thieno[3,2-d]pyrimidine-6-carboxylate収率 97.9%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

反応条件

温度
60 °C

実験手順

A mixture of 303 mg of [5-chloro-2-(methylsulfanyl)pyrimidin-4-yl][2-(difluoromethoxy)phenyl]methanone 7, 107 mg of methyl sulfanylacetate, 253 mg of potassium carbonate and 5 ml of acetonitrile is microwave-heated in a sealed tube at 60° C. for 4 h. The mixture is diluted with a 0.5 N aqueous hydrochloric acid solution and extracted twice with ethyl acetate and once with dichloromethane. The organic phases are dried over magnesium sulfate, filtered, and then concentrated under vacuum so as to obtain 343 mg of methyl 7-[2-(difluoromethoxy)phenyl]-2-(methylsulfanyl)thieno[3,2-d]pyrimidine-6-carboxylate 8 in the form of a pale yellow solid.

後処理

  1. extractionextracted twice with ethyl acetate and once with dichloromethane
  2. dry with materialThe organic phases are dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum so as

出典と根拠

ORDレコード
ord-c30190c514524476920a6348e593db24
出典データセット
uspto-grants-2015_08
特許番号
US09115140B2

反応ノート

読み込み中…