3-Hydrazinopyridine → Methyl 2-[5-(3-chlorophenyl)-3-methyl-1-(pyridin-3-yl)pyrazol-4-yl]acetate

HRID 888723

반응식

HRID 888723 반응식
[NH:1]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1)[NH2:2].[Cl:9][C:10]1[CH:11]=[C:12]([CH:24]=[CH:25][CH:26]=1)[C:13]([CH:15]([C:21](=O)[CH3:22])[CH2:16][C:17]([O:19][CH3:20])=[O:18])=O>C(O)C>[Cl:9][C:10]1[CH:11]=[C:12]([C:13]2[N:1]([C:3]3[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=3)[N:2]=[C:21]([CH3:22])[C:15]=2[CH2:16][C:17]([O:19][CH3:20])=[O:18])[CH:24]=[CH:25][CH:26]=1

참가 물질

4

반응물 2

HCID 109095193-HydrazinopyridineHCID 44247886Methyl 3-(3-chlorobenzoyl)-4-oxopentanoate

생성물 1

HCID 24853498Methyl 2-[5-(3-chlorophenyl)-3-methyl-1-(pyridin-3-yl)pyrazol-4-yl]acetate

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
130 °C

실험 절차

0.577 g (4.233 mmol) of 3-hydrazinopyridine in 5.00 ml of ethanol was added to 0.650 g (2.419 mmol) of methyl 3-(3-chlorobenzoyl)-4-oxopentanoate, and the mixture was stirred in a closed vessel in a microwave oven at 130° C. for 1.5 h. The solvent was removed under reduced pressure, and the residue was taken up in dichloromethane and washed twice with in each case 25 ml of water. The combined organic phases were dried over sodium sulfate, and the solvent was removed under reduced pressure. Chromatography of the residue gave 0.364 g (42% of theory) of a light-yellow oil. 1H-NMR (CDCl3): see Table 2.

후처리

  1. customThe solvent was removed under reduced pressure
  2. washwashed twice with in each case 25 ml of water
  3. dry with materialThe combined organic phases were dried over sodium sulfate
  4. customthe solvent was removed under reduced pressure
  5. customChromatography of the residue gave 0.364 g (42% of theory) of a light-yellow oil

출처 및 근거

ORD 기록
ord-76739736b14c447e83fa235c27e92d13
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08252723B2

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