Cesium carbonate → 5-iodo-1-pyridin-3-yl-1H-indazole

HRID 1661482

반응식

HRID 1661482 반응식
C(=O)([O-])[O-].[Cs+].[Cs+].F[C:8]1[CH:15]=[CH:14][C:13]([I:16])=[CH:12][C:9]=1[CH:10]=O.Cl.Cl.[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([NH:25][NH2:26])[CH:20]=1>CN1CCCC1=O>[I:16][C:13]1[CH:12]=[C:9]2[C:8](=[CH:15][CH:14]=1)[N:25]([C:21]1[CH:20]=[N:19][CH:24]=[CH:23][CH:22]=1)[N:26]=[CH:10]2

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 162170582-Fluoro-5-iodobenzaldehydeHCID 171324893-Hydrazinylpyridine dihydrochloride

생성물 1

HCID 597865715-iodo-1-pyridin-3-yl-1H-indazole수율 93.9%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

Cesiumcarbonate (26.84 g, 82.38 mmol) is added to a suspension of 2-fluoro-5-iodobenzaldehyde (6.87 g, 27.46 mmol) and 3-pyridylhydrazine dihydrochloride (5 g, 27.46 mmol) in 136 mL N-methylpyrrolidon. The reaction mixture is stirred overnight at room temperature. After checking that the hydrazone has been formed (1H-NMR) the reaction mixture is heated for four hours at 160° C. The reaction mixture is allowed to cool down and the dark brown suspension is poured on 1000 mL ice water. After vigorously stirring at room temperature for 45 minutes, the precipitated product is sucked off via a glass microfibre filter, washed with water and dried at the evaporator at 45° C. 8.28 g (93.9%) of the title compound are obtained.

후처리

  1. customhas been formed (1H-NMR) the reaction mixture
  2. temperatureis heated for four hours at 160° C
  3. temperatureto cool down
  4. stirringAfter vigorously stirring at room temperature for 45 minutes
  5. filtrationfilter
  6. washwashed with water
  7. customdried at the evaporator at 45° C

출처 및 근거

ORD 기록
ord-5caddc39b2ab4bffb3eda6ad13631f43
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030340B2

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