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

HRID 218546ノート

反応式

HRID 218546 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b39c0595e57c498e9e8019b97e0a0805
出典データセット
uspto-grants-2012_06
特許番号
US08198454B2

反応ノート

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