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Trifluoroacetic acid → (Z)-5,6-dihydro-4-[(3-methoxy-1H-pyrrol-2-yl)methylene]-5-oxo-4H-thieno[2,3-b]pyrrole-2-carboxylic acid

HRID 1860260
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HRID 1860260 반응식
[CH3:1][O:2][C:3]1[CH:7]=[CH:6][NH:5][C:4]=1/[CH:8]=[C:9]1/[C:10]2[CH:17]=[C:16]([C:18]([O:20]C(C)(C)C)=[O:19])[S:15][C:11]=2[NH:12][C:13]/1=[O:14].FC(F)(F)C(O)=O>ClCCl>[CH3:1][O:2][C:3]1[CH:7]=[CH:6][NH:5][C:4]=1/[CH:8]=[C:9]1/[C:10]2[CH:17]=[C:16]([C:18]([OH:20])=[O:19])[S:15][C:11]=2[NH:12][C:13]/1=[O:14]
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4

반응물 2

HCID 6422Trifluoroacetic acidHCID 86584527tert-butyl (Z)-5,6-dihydro-4-[(3-methoxy-1H-pyrrol-2-yl)methylene]-5-oxo-4H-thieno[2,3-b]pyrrole-2-carboxylate

생성물 1

HCID 67551189(Z)-5,6-dihydro-4-[(3-methoxy-1H-pyrrol-2-yl)methylene]-5-oxo-4H-thieno[2,3-b]pyrrole-2-carboxylic acid수율 71.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

tert-Butyl (Z)-5,6-dihydro-4-[(3-methoxy-1H-pyrrol-2-yl)methylene]-5-oxo-4H-thieno[2,3-b]pyrrole-2-carboxylate (0.5 g, 1.45 mmol) was dissolved in dichloromethane (8 ml), cooled to 0° C., treated with trifluoroacetic acid (2 ml) and stirred for 3 hours warming to room temperature. The reaction mixture was evaporated to dryness and triturated with diethyl ether to give 300 mg of (Z)-5,6-dihydro-4-[(3-methoxy-1H-pyrrol-2-yl)methylene]-5-oxo-4H-thieno[2,3-b]pyrrole-2-carboxylic acid as a red solid. MS(ES): m/e 291 [M+H].

후처리

  1. temperaturewarming to room temperature
  2. customThe reaction mixture was evaporated to dryness
  3. customtriturated with diethyl ether

출처 및 근거

ORD 기록
ord-f873f8ae414a4b6e85c005dae0c8e363
출처 데이터셋
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06528653B2

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