5-Nitro-2-(2,2,2-trifluoroethoxy)pyridine → 6-(2,2,2-Trifluoroethoxy)pyridin-3-amine

HRID 2092662ノート

反応式

HRID 2092662 の反応式
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:11][C:12]([F:15])([F:14])[F:13])=[N:8][CH:9]=1)([O-])=O.[H][H]>CO.[Pd]>[F:15][C:12]([F:13])([F:14])[CH2:11][O:10][C:7]1[N:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=1

参加物

5

反応物 2

HCID 6137185-Nitro-2-(2,2,2-trifluoroethoxy)pyridineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 5431566-(2,2,2-Trifluoroethoxy)pyridin-3-amine収率 93%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

5-Nitro-2-(2,2,2-trifluoro-ethoxy)-pyridine (20.5 g, obtained in example 108, step 1) was dissolved in methanol (160 mL). Palladium on activated charcoal (1.96 g, 10% Pd) was added and an atmosphere of hydrogen was introduced at RT. The mixture was stirred under hydrogen for 72 hours. The reaction mixture was filtered over dicalite speed plus (Acros Organics), washed with ethyl acetate and the solvent was evaporated. The residue was purified by flash chromatography (silica gel, gradient of heptane in ethyl acetate) to give the title compound as a brown liquid (16.49 g, 91%). MS (m/e): 193.1 [MH+].

後処理

  1. filtrationThe reaction mixture was filtered over dicalite speed plus (Acros Organics)
  2. washwashed with ethyl acetate
  3. customthe solvent was evaporated
  4. customThe residue was purified by flash chromatography (silica gel, gradient of heptane in ethyl acetate)

出典と根拠

ORDレコード
ord-dd6002a99ab8485c86ce701f21034f46
出典データセット
uspto-grants-2013_05
特許番号
US08440710B2

反応ノート

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