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

HRID 604300노트

반응식

HRID 604300 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-067388ba85e74be4a2c5537d044bad48
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910588B2

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