Hydrochloric Acid → (4-Isopropylphenyl)[(2-methoxy-5-pyridyl)methyl]amine

HRID 218546노트

반응식

HRID 218546 반응식
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([C:13]2[CH:14]=[N:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=2)=O)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].Cl.C(=O)([O-])O.[Na+]>C1COCC1>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]([NH:10][CH2:11][C:13]2[CH:14]=[N:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=2)=[CH:8][CH:9]=1)([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 17854296N-(4-isopropylphenyl)-6-methoxypyridine-3-carboxamide

생성물 1

HCID 21957879(4-Isopropylphenyl)[(2-methoxy-5-pyridyl)methyl]amine수율 86%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A BH3-THF complex/1M THF solution (6.3 mL) was added to N-(4-isopropylphenyl)-6-methoxypyridine-3-carboxamide (0.76 g), and the mixture was heated under reflux for 4 hr. After cooling the reaction mixture, 1 mol/L hydrochloric acid (15 mL) was added and the mixture was stirred at room temperature for one day. The reaction mixture was poured into saturated aqueous sodium hydrogencarbonate and extracted with chloroform. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated and the residue was purified by silica gel column chromatography to give (4-isopropylphenyl)[(6-methoxypyridin-3-yl)methyl]amine (0.62 g).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 hr
  3. additionwas added
  4. extractionextracted with chloroform
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was evaporated
  8. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-b39c0595e57c498e9e8019b97e0a0805
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08198454B2

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