2-Hydrazinopyridine → 3,5-dimethyl-1-pyridin-2-yl-1H-pyrazole-4-carboxylic acid ethyl ester

HRID 220469

反応式

HRID 220469 の反応式
[CH2:1]([O:3][C:4](=[O:12])[CH:5]([C:9](=O)[CH3:10])[C:6](=O)[CH3:7])[CH3:2].[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[NH:19][NH2:20]>C(O)(=O)C>[CH2:1]([O:3][C:4]([C:5]1[C:9]([CH3:10])=[N:20][N:19]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][N:13]=2)[C:6]=1[CH3:7])=[O:12])[CH3:2]

参加物

4

反応物 2

HCID 786452-HydrazinopyridineHCID 79063Ethyl 2-acetylacetoacetate

生成物 1

HCID 98562563,5-dimethyl-1-pyridin-2-yl-1H-pyrazole-4-carboxylic acid ethyl ester収率 97.2%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Dissolve 2-acetyl-3-oxobutyric acid ethyl ester (20.74 g, 0.120 mol) and 2-pyridylhydrazine (14.5 mL, 0.133 mol) in acetic acid (160 mL) and stir the mixture for 18 hr. Concentrate, dilute with DCM, wash with saturated sodium bicarbonate, dry (sodium sulfate), filter and concentrate to give 3,5-dimethyl-1-pyridin-2-yl-1H-pyrazole-4-carboxylic acid ethyl ester as an oil (28.6 g, 97%). MS (APCI): m/z=246 [M+H]+.

後処理

  1. concentrationConcentrate
  2. additiondilute with DCM
  3. washwash with saturated sodium bicarbonate
  4. dry with materialdry (sodium sulfate)
  5. filtrationfilter
  6. concentrationconcentrate

出典と根拠

ORDレコード
ord-8084db007efd497d9560deff49f3af73
出典データセット
uspto-grants-2012_06
特許番号
US08202873B2

関連ノート

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