Hydrochloric Acid → [6-(3-Chloro-4-fluoro-phenyl)-pyridazin-4-yl]-methanol

HRID 891947노트

반응식

HRID 891947 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:10]=[N:11][CH:12]=[C:13]([CH2:15][O:16]COC)[CH:14]=2)[CH:5]=[CH:6][C:7]=1[F:8].Cl.O.C(OCC)(=O)C>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:10]=[N:11][CH:12]=[C:13]([CH2:15][OH:16])[CH:14]=2)[CH:5]=[CH:6][C:7]=1[F:8]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8857Ethyl AcetateHCID 22240138HCID 22240138, 화합물

생성물 1

HCID 22240129[6-(3-Chloro-4-fluoro-phenyl)-pyridazin-4-yl]-methanol수율 26%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

3-(3-Chloro-4-fluoro-phenyl)-5-methoxymethoxymethyl-pyridazine (0.06 g, 0.21 mmol) was dissolved in dioxane (2 ml) and treated with 1N HCl (0.2 ml, 0.2 mmol). The reaction mixture was refluxed for 1.5 hours then cooled to room temperature. Water and ethyl acetate were added. The aqueous layer was extracted twice with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo. The residue was chromatographed over silica gel (hexane-ethylacetate 1:1 then 2:8) to provide [6-(3-chloro-4-fluoro-phenyl)-pyridazin-4-yl]-methanol (13 mg, 26%) as a light yellow solid, MS: m/e=239.2 (M+H+).

후처리

  1. temperatureThe reaction mixture was refluxed for 1.5 hours
  2. extractionThe aqueous layer was extracted twice with ethyl acetate
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was chromatographed over silica gel (hexane-ethylacetate 1:1

출처 및 근거

ORD 기록
ord-18131378fce447d2b10a6396fc58823d
출처 데이터셋
uspto-grants-2006_02
특허 번호
US07005432B2

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