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

HRID 911647노트

반응식

HRID 911647 반응식
[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

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 189294456-Ethoxypyridine-3-carbonitrile

생성물 1

HCID 16784151(6-ethoxypyridin-3-yl)methylamine수율 40%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-04d387ff774746629a8fcd8972d10c68
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022062B2

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