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

HRID 1499100

반응식

HRID 1499100 반응식
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

참가 물질

5

반응물 3

HCID 1370041,4-Dibromo-2-fluorobenzeneHCID 23665647Potassium tert-butoxideHCID 178428694HCID 178428694, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-901aa5158b204eef8b30ba18c6c6783d
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09199994B2

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