Pyridine → HCID 10132577、化合物

HRID 584741ノート

反応式

HRID 584741 の反応式
[F:1][C:2]([F:16])([F:15])[C:3](=[N:5][NH:6][C:7]1[CH:8]=[N:9][C:10]([O:13][CH3:14])=[CH:11][CH:12]=1)[NH2:4].[CH3:17][O:18][C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=O)=[CH:21][CH:20]=1.N1C=CC=CC=1>CN(C)C1C=CN=CC=1.O1CCOCC1>[CH3:14][O:13][C:10]1[CH:11]=[CH:12][C:7]([N:6]2[C:23]([C:22]3[CH:26]=[CH:27][C:19]([O:18][CH3:17])=[CH:20][CH:21]=3)=[N:4][C:3]([C:2]([F:1])([F:15])[F:16])=[N:5]2)=[CH:8][N:9]=1

参加物

6

反応物 3

HCID 1049PyridineHCID 7477p-Anisoyl chlorideHCID 69677616524699-83-0

生成物 1

HCID 10132577HCID 10132577、化合物収率 19.1%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 312751,4-Dioxane溶媒

実験手順

A mixture of 2,2,2-trifluoro-N′-(6-methoxypyridin-3-yl)ethanehydrazonamide (0.2 g, 0.854 mmol), 4-methoxybenzoyl chloride (175 mg, 1.02 mmol), pyridine (0.083 mL, 1.02 mmol), and 4-dimethylaminopyridine (125 mg, 1.02 mmol) in dioxane (2 mL) was refluxed with stirring overnight. After cooling, the solvent was removed under reduced pressure. ethyl acetate-tetrahydrofuran (9:1) and water was poured into the residue and the organic layer was separated, washed with 0.1 N hydrochloric acid, water, and brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue was purified by column chromatography to give 2-methoxy-5-[5-(4-methoxyphenyl)-3-(trifluoromethyl)-1H-1,2,4-triazol-1-yl]pyridine (57 mg, 19.1% yield).

後処理

  1. temperaturewas refluxed
  2. temperatureAfter cooling
  3. customthe solvent was removed under reduced pressure
  4. additionethyl acetate-tetrahydrofuran (9:1) and water was poured into the residue
  5. customthe organic layer was separated
  6. washwashed with 0.1 N hydrochloric acid, water, and brine
  7. dry with materialdried over magnesium sulfate
  8. customThe solvent was removed under reduced pressure
  9. customthe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-300aeaed1eb14f0888bac19c4c2923bf
出典データセット
uspto-grants-2005_08
特許番号
US06927230B2

反応ノート

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