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

HRID 891947ノート

反応式

HRID 891947 の反応式
[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]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8857Ethyl AcetateHCID 22240138HCID 22240138、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-18131378fce447d2b10a6396fc58823d
出典データセット
uspto-grants-2006_02
特許番号
US07005432B2

反応ノート

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