Chloroacetaldehyde → 7-(4-Bromo-2-fluorophenylamino)-imidazo[1,2-b]pyridazine-6-carboxylic acid

HRID 1161817노트

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HRID 1161817 반응식
C([O:5][C:6]([C:8]1[C:13]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][C:16]=2[F:22])=[CH:12][C:11]([NH2:24])(Cl)[NH:10][N:9]=1)=[O:7])(C)(C)C.Cl[CH2:26][CH:27]=O>C(O)C>[Br:21][C:18]1[CH:19]=[CH:20][C:15]([NH:14][C:13]2[C:8]([C:6]([OH:5])=[O:7])=[N:9][N:10]3[CH:26]=[CH:27][N:24]=[C:11]3[CH:12]=2)=[C:16]([F:22])[CH:17]=1

참가 물질

4

반응물 2

HCID 33ChloroacetaldehydeHCID 66998716HCID 66998716, 화합물

생성물 1

HCID 595193857-(4-Bromo-2-fluorophenylamino)-imidazo[1,2-b]pyridazine-6-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
80 °C

실험 절차

To a suspended solution of 6-amino-4-(4-bromo-2-fluoro-phenylamino)-6-chloro-pyridazine-3-carboxylic acid tert-butyl ester (61 mg, 0.16 mmol) in ethanol (5 ml) in a bomb reactor is added at room temperature chloroacetaldehyde (0.12 ml of 50% aqueous solution, 5.0 equivalents). The reaction mixture is sealed and stirred at 80° C. for two days, and then cooled to room temperature. The solvent is removed, and the residue is diluted with ethyl acetate (20 ml). The organic layer is washed with saturated NaCl (20 ml×3), dried over Na2SO4, and concentrated. The residue is purified by flash column chromatography to provide the desired product.

후처리

  1. customThe reaction mixture is sealed
  2. temperaturecooled to room temperature
  3. customThe solvent is removed
  4. additionthe residue is diluted with ethyl acetate (20 ml)
  5. washThe organic layer is washed with saturated NaCl (20 ml×3)
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated
  8. customThe residue is purified by flash column chromatography

출처 및 근거

ORD 기록
ord-4597825552e54e20b97f34d156f0dfc4
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07820664B2

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