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

HRID 220469

반응식

HRID 220469 반응식
[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]

참가 물질

4

반응물 2

HCID 786452-HydrazinopyridineHCID 79063Ethyl 2-acetylacetoacetate

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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]+.

후처리

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

출처 및 근거

ORD 기록
ord-8084db007efd497d9560deff49f3af73
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202873B2

연결된 노트

불러오는 중…