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

HRID 1521938노트

반응식

HRID 1521938 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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)+.

후처리

  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)

출처 및 근거

ORD 기록
ord-17b5a27fd8c343f8ac24e8af0731ba07
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073922B2

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