2-Hydrazinopyridine → 5-methyl-1-pyridin-2-yl-1H-pyrazole-4-carboxylic acid ethyl ester

HRID 604300ノート

反応式

HRID 604300 の反応式
[CH2:1]([O:3][C:4](=[O:13])[C:5](=[CH:9]N(C)C)[C:6](=O)[CH3:7])[CH3:2].[N:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[NH:20][NH2:21]>C(O)C>[CH2:1]([O:3][C:4]([C:5]1[CH:9]=[N:21][N:20]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][N:14]=2)[C:6]=1[CH3:7])=[O:13])[CH3:2]

参加物

4

反応物 2

HCID 786452-HydrazinopyridineHCID 3806790Ethyl 2-acetyl-3-(dimethylamino)acrylate

生成物 1

HCID 222675745-methyl-1-pyridin-2-yl-1H-pyrazole-4-carboxylic acid ethyl ester収率 85%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Dissolve 2-dimethylaminomethylene-3-oxo-butyric acid ethyl ester (0.662 g, 3.57 mmol) and pyridin-2-yl-hydrazine (0.410 g, 3.75 mmol) in ethanol (15 mL) and reflux for 2 hr. Evaporate the mixture then dilute with saturated sodium bicarbonate and extract three times with ethyl acetate. Dry the solution (sodium sulfate), filter and concentrate. Purify using silica gel chromatography, eluting with 50:50 ethyl acetate:hexane to give 5-methyl-1-pyridin-2-yl-1H-pyrazole-4-carboxylic acid ethyl ester as a white solid (0.700 g, 85%). MS (m/z): 232 (M+1).

後処理

  1. temperaturereflux for 2 hr
  2. customEvaporate the mixture
  3. additionthen dilute with saturated sodium bicarbonate
  4. extractionextract three times with ethyl acetate
  5. dry with materialDry the solution (sodium sulfate)
  6. filtrationfilter
  7. concentrationconcentrate
  8. customPurify
  9. washeluting with 50:50 ethyl acetate

出典と根拠

ORDレコード
ord-067388ba85e74be4a2c5537d044bad48
出典データセット
uspto-grants-2011_03
特許番号
US07910588B2

反応ノート

読み込み中…