Water → (4-Chloro-benzyl)-(6-fluoro-pyridin-2-yl)-amine

HRID 1024242ノート

反応式

HRID 1024242 の反応式
F[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[N:3]=1.[Cl:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14][NH2:15])=[CH:12][CH:11]=1.C(N(CC)C(C)C)(C)C.O>CN1CCCC1=O>[Cl:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14][NH:15][C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[N:3]=2)=[CH:12][CH:11]=1

参加物

6

反応物 4

HCID 962WaterHCID 660364-ChlorobenzylamineHCID 739342,6-DifluoropyridineHCID 81531Diisopropylethylamine

生成物 1

HCID 57619459(4-Chloro-benzyl)-(6-fluoro-pyridin-2-yl)-amine

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
90 °C

実験手順

To 2,6-difluoropyridine (58, 9.85 g, 0.0856 mol) in N-methylpyrrolidinone (50.0 mL) were added p-chlorobenzylamine (61, 10.5 mL, 8.63 mmol) and N,N-diisopropylethylamine (30.0 mL, 0.172 mol). The reaction was stirred at 90° C. overnight. The reaction was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 25% ethyl acetate in hexane, then washed with ethyl acetate/hexane to give a white solid (536, 10 g, 50%).

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. custompurified by silica gel column chromatography
  6. washeluting with 25% ethyl acetate in hexane
  7. washwashed with ethyl acetate/hexane
  8. customto give a white solid (536, 10 g, 50%)

出典と根拠

ORDレコード
ord-3adb3c860ee94c48bcea71e8da8dcdf4
出典データセット
uspto-grants-2014_05
特許番号
US08722702B2

反応ノート

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