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

HRID 518786노트

반응식

HRID 518786 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

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온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c30190c514524476920a6348e593db24
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115140B2

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