Hydrochloric Acid → (6-ethoxypyridin-3-yl)methylamine

HRID 911647ノート

反応式

HRID 911647 の反応式
[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[CH:6][N:5]=1)[CH3:2].Cl>C1COCC1>[NH2:9][CH2:8][C:7]1[CH:10]=[CH:11][C:4]([O:3][CH2:1][CH3:2])=[N:5][CH:6]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 189294456-Ethoxypyridine-3-carbonitrile

生成物 1

HCID 16784151(6-ethoxypyridin-3-yl)methylamine収率 40%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

Add a solution of 1M BH3-THF complex in THF (7 mL, 7 mmol) to a solution of 6-(ethoxy)nicotinonitrile (911 mg, 4.41 mmol) in anhydrous THF (7 mL) and stir the mixture overnight at reflux. Add a second aliquot of 1M BH3-THF complex in THF (7 mL, 7 mmol) and stir the mixture overnight at reflux. Add 5N aqueous HCl (10 mL) cautiously and stir the mixture overnight at room temperature. Concentrate in vacuo then dissolve the crude mixture in methanol and filter through an SCX column eluting with methanol followed by 3M ammonia in methanol to obtain the title compound (250 mg, 40%). MS (ES+) m/z: 153 (M+H)+.

後処理

  1. temperatureat reflux
  2. stirringstir the mixture overnight
  3. temperatureat reflux
  4. stirringstir the mixture overnight at room temperature
  5. concentrationConcentrate in vacuo
  6. dissolutionthen dissolve the crude mixture in methanol
  7. filtrationfilter through an SCX column
  8. washeluting with methanol

出典と根拠

ORDレコード
ord-04d387ff774746629a8fcd8972d10c68
出典データセット
uspto-grants-2011_09
特許番号
US08022062B2

反応ノート

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