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Selectfluor → HCID 178526427, 화합물

HRID 244698
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HRID 244698 반응식
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][NH:8]2)=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1.[B-](F)(F)(F)[F:15].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1>C(#N)C.C(O)(=O)C>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([F:15])=[N:7][NH:8]2)=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 2724933SelectfluorHCID 247280596-bromo-4-nitro-1H-indazole

생성물 1

HCID 178526427HCID 178526427, 화합물

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6342Acetonitrile용매

실험 절차

To a solution of 6-bromo-4-nitro-1H-indazole (10 g, 41.3 mmol, available from Sinova) in acetonitrile (100 ml) and acetic acid (20.00 ml) was added Selectfluor® (22.10 g, 83 mmol). The resultant mixture was heated to 100° C. and stirred overnight. The resultant orange solution was concentrated under vacuum then partitioned between ethyl acetate and water. The layers were separated and the aqueous extracted again with ethyl acetate. The combined organics were dried over MgSO4, filtered and concentrated. The solid was then dissolved in 20 ml DCM, loaded onto a 330 g silica column and purified on a 0-100% EtOAc/Cyclohexane gradient. The relevant fractions were combined and concentrated to yield the title compound as an orange solid (6.9 g).

후처리

  1. concentrationThe resultant orange solution was concentrated under vacuum
  2. customthen partitioned between ethyl acetate and water
  3. customThe layers were separated
  4. extractionthe aqueous extracted again with ethyl acetate
  5. dry with materialThe combined organics were dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. dissolutionThe solid was then dissolved in 20 ml DCM
  9. custompurified on a 0-100% EtOAc/Cyclohexane gradient
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a42417ba76df47ddaf73c0ea41735ab6
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08658635B2

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