Diisopropyl Ether → 4-Benzyl-2-methoxypyridin-3-amine

HRID 2205982ノート

反応式

HRID 2205982 の反応式
[CH2:1]([C:8]1[CH:13]=[CH:12][N:11]=[C:10]([O:14][CH3:15])[C:9]=1[NH:16]C(=O)OC(C)(C)C)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.C(OCC)(=O)C.C(OC(C)C)(C)C>C(OCC)(=O)C>[CH2:1]([C:8]1[CH:13]=[CH:12][N:11]=[C:10]([O:14][CH3:15])[C:9]=1[NH2:16])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 7914Diisopropyl EtherHCID 10245115Tert-butyl (4-benzyl-2-methoxypyridin-3-yl)carbamateHCID 21866389Hydrogen chloride-ethyl acetate

生成物 1

HCID 1179878384-Benzyl-2-methoxypyridin-3-amine収率 50.8%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of tert-butyl (4-benzyl-2-methoxypyridin-3-yl)carbamate (25.4 g) in ethyl acetate (202 mL) was added 4N hydrogen chloride/ethyl acetate solution (202 mL) at room temperature, and the mixture was stirred overnight at room temperature, and then at 50° C. for 1 hr. To the reaction mixture was added diisopropyl ether at room temperature, and the obtained precipitate was collected by filtration, and washed with diisopropyl ether. Saturated aqueous sodium hydrogencarbonate solution was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (basic silica gel, ethyl acetate/hexane) to give the title compound (8.8 g).

後処理

  1. waitat 50° C. for 1 hr
  2. filtrationthe obtained precipitate was collected by filtration
  3. washwashed with diisopropyl ether
  4. additionSaturated aqueous sodium hydrogencarbonate solution was added
  5. extractionthe mixture was extracted with ethyl acetate
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (basic silica gel, ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-4e05ceae2f584ab799142f2ef9fe2878
出典データセット
uspto-grants-2016_06
特許番号
US09371320B2

反応ノート

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