Pyridine → N-(6-bromo-5-chloropyridin-2-yl)benzamide

HRID 1521938ノート

反応式

HRID 1521938 の反応式
[Br:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[Cl:9].N1C=CC=CC=1.[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>ClCCl>[Br:1][C:2]1[N:7]=[C:6]([NH:8][C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:5]=[CH:4][C:3]=1[Cl:9]

参加物

5

反応物 3

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 534011936-Bromo-5-chloropyridin-2-amine

生成物 1

HCID 90412314N-(6-bromo-5-chloropyridin-2-yl)benzamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of Example 11A (400 mg, 1.928 mmol) in dichloromethane (20 mL) was added pyridine (0.468 mL, 5.78 mmol) followed by benzoyl chloride (0.325 g, 2.314 mmol) and the mixture was stirred for 2 hours. The mixture was concentrated and the residue was dissolved in ethyl acetate, washed with sodium bicarbonate solution, water and brine, and dried over anhydrous sodium sulfate. Filtration, concentration and purification by column chromatography (silica gel, 10% ethyl acetate in hexane) afforded the title compound. LCMS: 311 (M+H)+.

後処理

  1. concentrationThe mixture was concentrated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with sodium bicarbonate solution, water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationFiltration, concentration and purification by column chromatography (silica gel, 10% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-17b5a27fd8c343f8ac24e8af0731ba07
出典データセット
uspto-grants-2015_07
特許番号
US09073922B2

反応ノート

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