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

HRID 473629ノート

反応式

HRID 473629 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
170 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9885f166e218438e8b457acebbf4f82e
出典データセット
uspto-grants-2014_01
特許番号
US08637500B2

反応ノート

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