Borane;tetrahydrofuran → 3-Aminomethyl-6-(iso-propoxy)methyl-pyridine

HRID 1190974노트

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HRID 1190974 반응식
B.C1COCC1.[CH:7]([O:10][CH2:11][C:12]1[N:17]=[CH:16][C:15]([C:18]#[N:19])=[CH:14][CH:13]=1)([CH3:9])[CH3:8]>Cl>[NH2:19][CH2:18][C:15]1[CH:16]=[N:17][C:12]([CH2:11][O:10][CH:7]([CH3:9])[CH3:8])=[CH:13][CH:14]=1

참가 물질

4

반응물 2

HCID 2723981Borane;tetrahydrofuranHCID 584956066-(Iso-propoxy)methyl-pyridine-3-carbonitrile

생성물 1

HCID 584955003-Aminomethyl-6-(iso-propoxy)methyl-pyridine수율 46.4%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

Add a solution of borane-THF complex (4.5 mL, 4.54 mmol, 1M solution in THF) to neat 6-(iso-propoxy)methyl-pyridine-3-carbonitrile (0.4 g, 2.27 mmol) and stir the mixture for 16 h at reflux. Cool to room temperature and stir for 48 h. Add 2N aqueous HCl (10 mL) until gas evolution stops and then concentrate in vacuo. Dissolve the crude mixture in methanol and filter through a SCX-2 column eluting with methanol followed by 3N ammonia in methanol to obtain the title compound (190 mg, 46%).

후처리

  1. temperatureat reflux
  2. stirringstir for 48 h
  3. concentrationconcentrate in vacuo
  4. dissolutionDissolve the crude mixture in methanol
  5. filtrationfilter through a SCX-2 column
  6. washeluting with methanol

출처 및 근거

ORD 기록
ord-cdbb2bbeef9b4678b88ab5310ebb326e
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680091B2

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