Potassium Carbonate → Ethyl furo[3,2-c]pyrazolo[1,5-a]pyridine-1-carboxylate

HRID 2389870노트

반응식

HRID 2389870 반응식
[N+](C1C=C([N+]([O-])=O)C=CC=1[O-])([O-])=O.[NH2:14][N+:15]1[CH:20]=[CH:19][C:18]2[O:21][CH:22]=[CH:23][C:17]=2[CH:16]=1.C(=O)([O-])[O-].[K+].[K+].[C:30]([O:34][CH2:35][CH3:36])(=[O:33])[C:31]#[CH:32]>CN(C)C=O.O>[C:31]1([C:30]([O:34][CH2:35][CH3:36])=[O:33])[CH:32]=[N:14][N:15]2[CH:20]=[CH:19][C:18]3[O:21][CH:22]=[CH:23][C:17]=3[C:16]=12

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 12182Ethyl propiolateHCID 866386655-Aminofuro[3,2-c]pyridin-5-ium 2,4-dinitrobenzenolate

생성물 1

HCID 59179413Ethyl furo[3,2-c]pyrazolo[1,5-a]pyridine-1-carboxylate수율 62.4%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a mixture of 5-aminofuro[3,2-c]pyridin-5-ium 2,4-dinitrobenzenolate (1.00 g, 3.14 mmol) and potassium carbonate (608 mg, 4.40 mmol) in dimethylformamide (20 mL) was added ethyl propiolate (350 μL, 3.45 mmol) under ice-cooling, and the mixture was stirred at room temperature for 12 hr. The reaction solution was diluted with water and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90→440/60) to give the title compound (451 mg, yield 62%).

후처리

  1. temperaturecooling
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90→440/60)

출처 및 근거

ORD 기록
ord-8258568fc6604c12887eec62deb7e523
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273761B2

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