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Dichloromethane → 6-bromo-4-fluoro-1-isopropyl-2-methyl-1H-benzo(d)imidazole

HRID 2264365
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인쇄 미리보기

반응식

HRID 2264365 반응식
CC(C)([O-])C.[K+].[Br:7][C:8]1[CH:13]=[C:12]([F:14])[C:11]([NH:15][C:16](=[N:18][CH:19]([CH3:21])[CH3:20])[CH3:17])=[C:10](F)[CH:9]=1.C(Cl)Cl>CNC=O>[Br:7][C:8]1[CH:13]=[C:12]([F:14])[C:11]2[N:15]=[C:16]([CH3:17])[N:18]([CH:19]([CH3:21])[CH3:20])[C:10]=2[CH:9]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 23665647Potassium tert-butoxideHCID 674267372177297-18-4

생성물 1

HCID 569716626-bromo-4-fluoro-1-isopropyl-2-methyl-1H-benzo(d)imidazole수율 99.9%

시약·촉매·용매 1

HCID 31254N-Methylformamide용매

반응 조건

온도
100 °C

실험 절차

Add potassium tert-butoxide (811.43 mg) to a solution of N-(4-bromo-2,6-difluoro-phenyl)-N′-isopropyl-acetamidine (2 g) in N-methyl formamide (20 mL). Heat the mixture at 100° C. for 2 h. Cool to RT, add DCM (150 mL), wash three times with saturated sodium chloride aqueous (brine, 300 mL), dry over magnesium sulfate and remove the solvent under vacuum. Add hexane and shake over ultrasound for a few minutes. Filter the solid, repeat addition of hexane/filtration twice to afford 1.86 g of the title compound. MS (ES+): m/z=272 (M+H)+.

후처리

  1. temperatureCool to RT
  2. washwash three times with saturated sodium chloride aqueous (brine, 300 mL)
  3. dry with materialdry over magnesium sulfate
  4. customremove the solvent under vacuum
  5. waitAdd hexane and shake over ultrasound for a few minutes
  6. filtrationFilter
  7. additionthe solid, repeat addition of hexane/filtration twice

출처 및 근거

ORD 기록
ord-cffe6cc889d049519a2e451df49bac50
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07855211B2

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