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

HRID 2389870ノート

反応式

HRID 2389870 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-8258568fc6604c12887eec62deb7e523
出典データセット
uspto-grants-2012_09
特許番号
US08273761B2

反応ノート

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