2-Fluoro-5-methylpyridine → N-(4-(3-bromopyridin-2-yloxy)phenyl)-5-methylpyridin-2-amine

HRID 473629노트

반응식

HRID 473629 반응식
[Br:1][C:2]1[C:3]([O:8][C:9]2[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.F[C:17]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][N:18]=1>CN1C(=O)CCC1.O>[Br:1][C:2]1[C:3]([O:8][C:9]2[CH:15]=[CH:14][C:12]([NH:13][C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][N:18]=3)=[CH:11][CH:10]=2)=[N:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 27746352-Fluoro-5-methylpyridineHCID 577562564-(3-Bromopyridin-2-yloxy)benzenamine

생성물 1

HCID 59374189N-(4-(3-bromopyridin-2-yloxy)phenyl)-5-methylpyridin-2-amine

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
170 °C

실험 절차

To a pressure vessel was added 4-(3-bromopyridin-2-yloxy)aniline (7.23 g, 27.3 mmol) and 2-fluoro-5-methylpyridine (3.03 mL, 27.2 mmol) in NMP (13.61 mL) to stir at 170° C. Upon completion, the reaction mixture was diluted with water and extracted with EtOAc. The organic extract was washed with water, sat NaCl, dried with magnesium sulfate, filtered, and concentrated. The crude product was adsorbed onto a plug of silica gel and chromatographed to provide N-(4-(3-bromopyridin-2-yloxy)phenyl)-5-methylpyridin-2-amine.

후처리

  1. extractionextracted with EtOAc
  2. extractionThe organic extract
  3. washwas washed with water
  4. dry with materialdried with magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customchromatographed

출처 및 근거

ORD 기록
ord-9885f166e218438e8b457acebbf4f82e
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637500B2

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