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

HRID 1661482ノート

反応式

HRID 1661482 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 597865715-iodo-1-pyridin-3-yl-1H-indazole収率 93.9%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5caddc39b2ab4bffb3eda6ad13631f43
出典データセット
uspto-grants-2011_10
特許番号
US08030340B2

反応ノート

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