Triethylamine → 1-(6-Methoxy-3-pyridyl)-5-(3-methylphenyl)pyrazole-3-carboxylic acid ethyl ester

HRID 1437204ノート

反応式

HRID 1437204 の反応式
Cl.[NH:2]([C:4]1[CH:5]=[CH:6][C:7]([O:10][CH3:11])=[N:8][CH:9]=1)[NH2:3].C(N(CC)CC)C.[CH2:19]([O:21][C:22](=[O:35])[C:23](=O)[CH2:24][C:25]([C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([CH3:33])[CH:28]=1)=O)[CH3:20]>C(O)C>[CH2:19]([O:21][C:22]([C:23]1[CH:24]=[C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([CH3:33])[CH:28]=2)[N:2]([C:4]2[CH:9]=[N:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=2)[N:3]=1)=[O:35])[CH3:20]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 230902035-Hydrazinyl-2-methoxypyridine hydrochlorideHCID 45790297Ethyl 4-(3-methylphenyl)-2,4-dioxobutanoate

生成物 1

HCID 579406821-(6-Methoxy-3-pyridyl)-5-(3-methylphenyl)pyrazole-3-carboxylic acid ethyl ester

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

5-Hydrazino-2-methoxypyridine hydrochloride (0.380 g) obtained from Referential Example 1 and triethylamine (0.30 mL) were added to a solution of the above-obtained 4-(3-methylphenyl)-2,4-dioxobutanoic acid ethyl ester (1.014 g) dissolved in ethanol (20 mL) at room temperature. The resultant mixture was refluxed under heat for 14 hours, and then cooled in air. The solvent was evaporated under reduced pressure, and the residue was partitioned between chloroform and water. The aqueous layer was extracted with chloroform. The organic layer was washed with saturated brine and dried over sodium sulfate anhydrate, followed by filtration. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography (hexane-ethyl acetate: 20%), to thereby give the title compound as an oily substance (0.451 g, 62%).

後処理

  1. temperatureunder heat for 14 hours
  2. temperaturecooled in air
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was partitioned between chloroform and water
  5. extractionThe aqueous layer was extracted with chloroform
  6. washThe organic layer was washed with saturated brine
  7. dry with materialdried over sodium sulfate anhydrate
  8. filtrationfollowed by filtration
  9. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-c2834f8fcf444137bf95f8230c2cd015
出典データセット
uspto-grants-2009_11
特許番号
US07622471B2

反応ノート

読み込み中…