1,4-Dibromo-2-fluorobenzene → 1-(2,5-dibromophenyl)-3-methyl-1H-pyrazole

HRID 1499100

反応式

HRID 1499100 の反応式
CC(C)([O-])C.[K+].[CH3:7][C:8]1[CH:12]=[CH:11][NH:10][N:9]=1.[Br:13][C:14]1[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][C:15]=1F>CS(C)=O>[Br:13][C:14]1[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][C:15]=1[N:10]1[CH:11]=[CH:12][C:8]([CH3:7])=[N:9]1

参加物

5

反応物 3

HCID 1370041,4-Dibromo-2-fluorobenzeneHCID 23665647Potassium tert-butoxideHCID 178428694HCID 178428694、化合物

生成物 1

HCID 1179420861-(2,5-dibromophenyl)-3-methyl-1H-pyrazole

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
50 °C

実験手順

Potassium t-butoxide (16.3 g, 145 mmol) was dissolved in DMSO (100 mL). To this solution was added 3-methylpyrazole (10.4 g, 120 mmol) and the reaction was heated at 50° C. for 30 min. 1,4-Dibromo-2-fluorobenzene (31 g, 120 mmol) was then added and the reaction stirred at 50° C. for 16 h. The reaction was cooled to RT and extracted with water and EtOAc, washed with brine, dried over Na2SO4, and then filtered and concentrated in vacuo. Purification by normal phase silica gel column chromatography (EtOAc/heptane) provided 1-(2,5-dibromophenyl)-3-methyl-1H-pyrazole.

後処理

  1. temperatureThe reaction was cooled to RT
  2. extractionextracted with water and EtOAc
  3. washwashed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customPurification by normal phase silica gel column chromatography (EtOAc/heptane)

出典と根拠

ORDレコード
ord-901aa5158b204eef8b30ba18c6c6783d
出典データセット
uspto-grants-2015_12
特許番号
US09199994B2

関連ノート

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