Ethyl 2,4-dioxo-4-(pyridin-2-yl)butanoate → 5-Hydroxy-1-(6-methoxy-3-pyridyl)-5-(2-pyridyl)-4,5-dihydropyrazole-3-carboxylic acid ethyl ester

HRID 1437209

反応式

HRID 1437209 の反応式
[CH2:1]([O:3][C:4](=[O:16])[C:5](=O)[CH2:6][C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)=[O:8])[CH3:2].[NH:17]([C:19]1[CH:20]=[CH:21][C:22]([O:25][CH3:26])=[N:23][CH:24]=1)[NH2:18]>C(O)C>[CH2:1]([O:3][C:4]([C:5]1[CH2:6][C:7]([OH:8])([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[N:17]([C:19]2[CH:24]=[N:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)[N:18]=1)=[O:16])[CH3:2]

参加物

4

反応物 2

HCID 12171345Ethyl 2,4-dioxo-4-(pyridin-2-yl)butanoateHCID 222178535-Hydrazinyl-2-methoxypyridine

生成物 1

HCID 231436765-Hydroxy-1-(6-methoxy-3-pyridyl)-5-(2-pyridyl)-4,5-dihydropyrazole-3-carboxylic acid ethyl ester

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

4-(2-Pyridyl)-2,4-dioxobutanoic acid ethyl ester (1.10 g) obtained from Referential Example 31 and 5-hydrazino-2-methoxypyridine (0.692 g) obtained from Referential Example 2 were dissolved in ethanol (22 mL). The resultant mixture was refluxed under heat for 14 hours, followed by cooling in air. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate), followed by purification through silica gel column chromatography (toluene-acetone), to thereby give 5-hydroxy-1-(6-methoxy-3-pyridyl)-5-(2-pyridyl)-4,5-dihydropyrazole-3-carboxylic acid ethyl ester as a solid substance (0.575 g, 34%).

後処理

  1. temperatureunder heat for 14 hours
  2. temperatureby cooling in air
  3. customThe solvent was evaporated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (hexane-ethyl acetate)
  5. customfollowed by purification through silica gel column chromatography (toluene-acetone)

出典と根拠

ORDレコード
ord-170b13e042244dee9a638a215342bbcf
出典データセット
uspto-grants-2009_11
特許番号
US07622471B2

関連ノート

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