O-(1,1-Dimethylethyl) S-(4,6-dimethyl-2-pyrimidinyl) carbonothioate → HCID 19960856, 화합물

HRID 893854

반응식

HRID 893854 반응식
C(OC([CH:6]1[CH:14]2[C:9]3([CH:18]=[CH:17][CH:16]=[CH:15][C:10]3=[N:11][CH2:12][CH2:13]2)[S:8][CH2:7]1)=O)C.[C:19]([O:23][C:24](SC1N=C(C)C=C(C)N=1)=[O:25])([CH3:22])([CH3:21])[CH3:20]>C(Cl)(Cl)Cl>[CH2:19]([O:23][C:24]([C:7]1([C:24]([O:23][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:25])[S:8][C:9]23[CH:18]=[CH:17][CH:16]=[CH:15][C:10]2=[N:11][CH2:12][CH2:13][CH:14]3[CH2:6]1)=[O:25])[CH3:20]

참가 물질

4

반응물 2

HCID 148428O-(1,1-Dimethylethyl) S-(4,6-dimethyl-2-pyrimidinyl) carbonothioateHCID 199609281,2,3,4-Tetrahydro-benzo[b]thieno[2,3,c]pyridine-3-carboxylic acid ethyl ester

생성물 1

HCID 19960856HCID 19960856, 화합물수율 123.3%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

In 20 ml of desiccated chloroform were dissolved 6 g of 1,2,3,4-tetrahydro-benzo[b]thieno[2,3-c]pyridinecarboxylic acid ethyl ester synthesized in Example 1 and 6.63 g of 2-(tertiary-butoxycarbonylthio)-4,6-dimethylpyrimidine, and the solution was refluxed for 30 minutes. After distilling off chloroform under reduced pressure, the residue was dissolved in 300 ml of ethyl acetate and the solution was washed thrice with 50 ml of an aqueous 5% sodium hydrogencarbonate, twice with an aqueous 5% citric acid solution, and then twice with a saturated aqueous sodium chloride solution and thereafter dried with sodium sulfate. Ethyl acetate was distilled off under reduced pressure and the residue was recrystallized from a mixture of chloroform and petroleum ether to provide 6.18 g (yield of 76%) of 2 -tert-butoxycarbonyl-1,2,3,4-tetrahydro-benzo[b]thieno[2,3-c]pyridine-carboxylic acid ethyl ester.

후처리

  1. temperaturethe solution was refluxed for 30 minutes
  2. distillationAfter distilling off chloroform under reduced pressure
  3. dissolutionthe residue was dissolved in 300 ml of ethyl acetate
  4. washthe solution was washed thrice with 50 ml of an aqueous 5% sodium hydrogencarbonate
  5. dry with materialtwice with an aqueous 5% citric acid solution, and then twice with a saturated aqueous sodium chloride solution and thereafter dried with sodium sulfate
  6. distillationEthyl acetate was distilled off under reduced pressure
  7. customthe residue was recrystallized from a mixture of chloroform and petroleum ether

출처 및 근거

ORD 기록
ord-bbe968fc67424876a0b172b66841c7de
출처 데이터셋
uspto-grants-1992_06
특허 번호
US05126448

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