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

HRID 2389871노트

반응식

HRID 2389871 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]1([C:36]#[C:37][C:38]([O:40][CH3:41])=[O:39])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>CN(C)C=O.O>[C:30]1([C:36]2[C:37]([C:38]([O:40][CH3:41])=[O:39])=[C:16]3[C:17]4[CH:23]=[CH:22][O:21][C:18]=4[CH:19]=[CH:20][N:15]3[N:14]=2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 138378Phenylpropynoic acid methyl esterHCID 866386655-Aminofuro[3,2-c]pyridin-5-ium 2,4-dinitrobenzenolate

생성물 1

HCID 59179362Methyl 2-phenylfuro[3,2-c]pyrazolo[1,5-a]pyridine-1-carboxylate수율 51%

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 methyl 3-phenylpropiolate (509 μL, 3.45 mmol) under ice-cooling, and the mixture was stirred at room temperature for 15 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→40/60) to give the title compound (467 mg, yield 51%).

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→40/60)

출처 및 근거

ORD 기록
ord-e50c3208e3c54f509d94441ea5280e46
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273761B2

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