Hydroxyamine hydrochloride → HCID 135961542, 화합물

HRID 2353386노트

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HRID 2353386 반응식
[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5](/[C:9](/[C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)=[N:10]\NC(OC(C)(C)C)=O)=[C:4]([F:25])[CH:3]=1.Cl.NO.C([O-])(=[O:31])C.[Na+]>C(O)C.O>[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)=[N:10][OH:31])=[C:4]([F:25])[CH:3]=1

참가 물질

6

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 145724999HCID 145724999, 화합물2회

생성물 1

HCID 135961542HCID 135961542, 화합물수율 114.1%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A solution of Z/E 1-(4-bromo-2,5-difluorophenyl)-1-(4-pyridinyl)methanimine (Intermediate 1, 150 mg) in ethanol (2 ml) was treated with a solution of hydroxylamine hydrochloride (44 mg) and sodium acetate (50 mg) in water (0.4 ml) then stirred at reflux for 2 h. The ethanol was removed under vacuum and the residue was partitioned between water and ethyl acetate. The aqueous layer was re-extracted with ethyl acetate and the combined organic extracts were washed with brine, dried (sodium sulfate) and concentrated under vacuum. The residue was purified on an SPE cartridge (silica, 2 g) eluting with cyclohexane/ethyl acetate (4:1 to 1:1) to give the title compound as a white foam (130 mg).

후처리

  1. temperatureat reflux for 2 h
  2. customThe ethanol was removed under vacuum
  3. customthe residue was partitioned between water and ethyl acetate
  4. extractionThe aqueous layer was re-extracted with ethyl acetate
  5. washthe combined organic extracts were washed with brine
  6. dry with materialdried (sodium sulfate)
  7. concentrationconcentrated under vacuum
  8. customThe residue was purified on an SPE cartridge (silica, 2 g)
  9. washeluting with cyclohexane/ethyl acetate (4:1 to 1:1)

출처 및 근거

ORD 기록
ord-079580893551434a8e377b673dc9e15c
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07750026B2

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