Dimethylformamide → 2-(3-Bromo-1H-pyrazol-1-yl)-3-chloropyridine

HRID 45985

反応式

HRID 45985 の反応式
[Br:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.Cl[C:8]1[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][N:9]=1.C(=O)([O-])[O-].[Cs+].[Cs+].CN(C)C=O>O>[Br:1][C:2]1[CH:6]=[CH:5][N:4]([C:8]2[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][N:9]=2)[N:3]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 10796Cesium carbonateHCID 169882,3-DichloropyridineHCID 178419412HCID 178419412、化合物

生成物 1

HCID 210712782-(3-Bromo-1H-pyrazol-1-yl)-3-chloropyridine収率 68.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

A mixture of 10.7 g of 3-bromo-1H-pyrazole, 11.8 g of 2,3-dichloropyridine, 57.3 g of cesium carbonate and 80 ml of N,N-dimethylformamide was stirred at 100° C. for 8 hours. The reaction mixture was allowed to cool to room temperature. After water was added, and the reaction mixture was extracted with methyl tert-butyl ether two times. The organic layers were combined, washed with sequentially with water and a saturated solution of sodium chloride, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 12.9 g of 2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine.

後処理

  1. temperatureto cool to room temperature
  2. extractionthe reaction mixture was extracted with methyl tert-butyl ether two times
  3. washwashed with sequentially with water
  4. dry with materiala saturated solution of sodium chloride, dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-e4e8285435754c6d807f16ded550280b
出典データセット
uspto-grants-2013_09
特許番号
US08541613B2

関連ノート

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