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Hydrochloric Acid → 5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)-1-(pyridin-2-yl)pyridazin-4(1H)-one

HRID 1528079
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HRID 1528079 반응식
[CH3:1][O:2][C:3]1[C:4]([OH:20])=[C:5]([C:9]2[N:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:12]=[CH:11][CH:10]=2)[N:6]=[N:7][CH:8]=1.F[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Cl>CN1C(=O)CCC1>[CH3:1][O:2][C:3]1[C:4](=[O:20])[C:5]([C:9]2[N:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:12]=[CH:11][CH:10]=2)=[N:6][N:7]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=2)[CH:8]=1
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 97462-FluoropyridineHCID 10796Cesium carbonateHCID 178493808HCID 178493808, 화합물

생성물 1

HCID 866865615-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)-1-(pyridin-2-yl)pyridazin-4(1H)-one수율 25.9%

시약·촉매·용매 1

HCID 13387
N-methyl-2-pyrrolidone
용매

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온도
100 °C

실험 절차

A suspension of 5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4-ol (60 mg), 2-fluoropyridine (65 mg) and cesium carbonate (364 mg) in NMP (2 mL) was stirred at 100° C. for 3 days, 1M hydrochloric acid was added thereto, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by basic silica gel column chromatography (ethyl acetate/methanol) to give the title compound (20 mg).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. customthe solvent was evaporated under reduced pressure
  4. customThe residue was purified by basic silica gel column chromatography (ethyl acetate/methanol)

출처 및 근거

ORD 기록
ord-5243a3ae28b240659bf7c1b64f518cb8
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09090586B2

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