2,4-Difluorobenzenesulfonyl Chloride → N-(5-bromo-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

HRID 472099

反応式

HRID 472099 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([NH2:10])[C:5]([O:8][CH3:9])=[N:6][CH:7]=1.[F:11][C:12]1[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:13]=1[S:19](Cl)(=[O:21])=[O:20]>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([NH:10][S:19]([C:13]2[CH:14]=[CH:15][C:16]([F:18])=[CH:17][C:12]=2[F:11])(=[O:21])=[O:20])[C:5]([O:8][CH3:9])=[N:6][CH:7]=1

参加物

4

反応物 2

HCID 27342732,4-Difluorobenzenesulfonyl ChlorideHCID 447548695-Bromo-2-methoxypyridin-3-amine

生成物 1

HCID 59859951N-(5-bromo-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide収率 31.7%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a cooled (0° C.) solution of 5-bromo-2-(methyloxy)-3-pyridinamine (20.3 g, 100 mmol) in pyridine (200 mL) was added slowly 2,4-difluorobenzenesulfonyl chloride (21.3 g, 100 mmol) over 15 min (reaction became heterogeneous). The ice bath was removed and the reaction was stirred at ambient temperature for 16 h, at which time the reaction was diluted with water (500 mL) and the solids filtered off and washed with copious amounts of water. The precipitate was dried in a vacuum oven at 50° C. to give N-[5-bromo-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide (12 g, 31.6 mmol, 31.7% yield) MS (ES)+ m/e 379.0, 380.9 [M+H]+.

後処理

  1. custom(reaction became heterogeneous)
  2. customThe ice bath was removed
  3. additionwas diluted with water (500 mL)
  4. filtrationthe solids filtered off
  5. washwashed with copious amounts of water
  6. customThe precipitate was dried in a vacuum oven at 50° C.

出典と根拠

ORDレコード
ord-7567aa01bda94c738c78c4bf8ce7f168
出典データセット
uspto-grants-2014_01
特許番号
US08633187B2

関連ノート

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