Cesium carbonate → 5-Iodo-1-(4-pyridyl)-1H-indazole

HRID 13136ノート

反応式

HRID 13136 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][C:22]([NH:25][NH2:26])=[CH:21][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:22]1[CH:23]=[CH:24][N:19]=[CH:20][CH:21]=1)[N:26]=[CH:10]2

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 162170582-Fluoro-5-iodobenzaldehydeHCID 230141794-Hydrazinylpyridine dihydrochloride

生成物 1

HCID 668127495-Iodo-1-(4-pyridyl)-1H-indazole収率 92.3%

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 4-pyridylhydrazine dihydrochloride (5 g, 27.46 mmol) in 136 mL N-methylpyrrolidon. The reaction mixture is stirred overnight at r.t. After checking that the hydrazone has been formed (1H-NMR) the reaction mixture is heated for 4 h at 160° C. The reaction mixture is allowed to cool down and the darkbrown suspension is poured on 1000 mL ice water. After vigorously stirring at r.t. for 45 min, the precipitated product is sucked off via a glass microfibre filter, washed with water and dried at the evaporator at 45° C. The title compound is obtained with a yield of 92.3% (8.14 g).

後処理

  1. customhas been formed (1H-NMR) the reaction mixture
  2. temperatureis heated for 4 h at 160° C
  3. temperatureto cool down
  4. stirringAfter vigorously stirring at r.t. for 45 min
  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-256f0922d5ab43fc88ec6ce46c2eb0dc
出典データセット
uspto-grants-2010_06
特許番号
US07728030B2

反応ノート

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