1H,3H-Thieno[3,4-c]furan-1,3-dione → 5-(2,6-dioxopiperidin-3-yl)-5H-thieno(3,4-c)pyrrole-4,6-dione

HRID 38495

반응식

HRID 38495 반응식
[C:1]1(=[O:10])[C:5]2=[CH:6][S:7][CH:8]=[C:4]2[C:3](=[O:9])O1.FC(F)(F)C(O)=O.[NH2:18][CH:19]1[CH2:24][CH2:23][C:22](=[O:25])[NH:21][C:20]1=[O:26]>C(O)(=O)C>[O:26]=[C:20]1[CH:19]([N:18]2[C:3](=[O:9])[C:4]3=[CH:8][S:7][CH:6]=[C:5]3[C:1]2=[O:10])[CH2:24][CH2:23][C:22](=[O:25])[NH:21]1

참가 물질

4

반응물 2

HCID 3156081H,3H-Thieno[3,4-c]furan-1,3-dioneHCID 53447112Trifluoroacetic acid--3-aminopiperidine-2,6-dione (1/1)

생성물 1

HCID 597652875-(2,6-dioxopiperidin-3-yl)-5H-thieno(3,4-c)pyrrole-4,6-dione수율 122.6%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

1.54 g thieno(3,4-c)furan-1,3-dione and 1.42 g of 3-aminopiperidine-2,6-dione trifluoroacetic acid were dissolved in 15 mL of acetic acid. The reaction mixture was refluxed overnight, cooled, and evaporated to remove the solvent. The residue was dissolved in 20 mL anhydrous THF, and 2 g of CDI, and a catalytic quantity of DMAP were added. The reaction mixture was refluxed for 6 h until a large amount of white solid precipitated. The solid was cooled and filtered to yield 1.9 g of the title compound.

후처리

  1. temperatureThe reaction mixture was refluxed overnight
  2. temperaturecooled
  3. customevaporated
  4. customto remove the solvent
  5. dissolutionThe residue was dissolved in 20 mL anhydrous THF
  6. addition2 g of CDI, and a catalytic quantity of DMAP were added
  7. temperatureThe reaction mixture was refluxed for 6 h until a large amount of white solid
  8. customprecipitated
  9. temperatureThe solid was cooled
  10. filtrationfiltered

출처 및 근거

ORD 기록
ord-f6cc675e3aab4f3eb74c0fa0a7635bb2
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524742B2

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