Phenethylamine → benzyl-methyl-(2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indol-6-yl)-amine
反応式
Cl[C:2]1[C:10]2[NH:9][C:8]3[CH2:11][CH2:12][N:13]([CH3:15])[CH2:14][C:7]=3[C:6]=2[CH:5]=[CH:4][CH:3]=1.CC(C)([O-])C.[Na+].C(P[C:27]1[CH:32]=[C:31](PC(C)(C)C)[CH:30]=[CH:29][C:28]=1[C:38]1C(C(C)C)=CC(C(C)C)=CC=1C(C)C)(C)(C)C.C([CH2:60][NH2:61])C1C=CC=CC=1>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(C)C=CC=CC=1>[CH2:38]([N:61]([CH3:60])[C:2]1[C:10]2[NH:9][C:8]3[CH2:11][CH2:12][N:13]([CH3:15])[CH2:14][C:7]=3[C:6]=2[CH:5]=[CH:4][CH:3]=1)[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:27]=1参加物
7
反応物 4
生成物 1
試薬・触媒・溶媒 2
実験手順
To a degassed mixture of 6-chloro-2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (2-B) (100 mg, 0.5 mmol), sodium tert-butoxide (576 mg, 6.0 mmol), palladium acetate (22.4 mg, 0.1 mmol) and 2,4 di-tert-butylphosphino-2′,4′,6′-triisopropyl biphenyl (63.0 mg, 0.15 mmol) is added dry toluene (2 mL). After stirring for 5 min, benzylmethylamine (0.09 mL, 0.7 mmol) is added to the reaction mixture, which is stirred at 100° C. for 16 h. The reaction mixture is filtered and the residue washed with EtOAc. The filtrate is concentrated under reduced pressure to afford crude material, which is purified by reverse phase HPLC to yield benzyl-methyl-(2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indol-6-yl)-amine (2-C) (50 mg).
後処理
- stirringis stirred at 100° C. for 16 h
- filtrationThe reaction mixture is filtered
- washthe residue washed with EtOAc
- concentrationThe filtrate is concentrated under reduced pressure
- customto afford crude material, which
- customis purified by reverse phase HPLC
出典と根拠
- ORDレコード
- ord-39fce455230b4aafb93ee807189b26dd
- 出典データセット
- uspto-grants-2016_09
- 特許番号
- US09434747B2
反応ノート
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