Trifluoroacetic acid → (S)-1-(6-Fluoro-1-phenyl-1H-benzo[D]imidazol-2-YL)ethanamine

HRID 242790ノート

反応式

HRID 242790 の反応式
C(OC(=O)[NH:7][C@H:8]([C:10]1[N:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:13]2[CH:21]=[C:22]([F:25])[CH:23]=[CH:24][C:12]=2[N:11]=1)[CH3:9])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:25][C:22]1[CH:23]=[CH:24][C:12]2[N:11]=[C:10]([C@@H:8]([NH2:7])[CH3:9])[N:14]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:13]=2[CH:21]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 58459376(S)-tert-butyl 1-(6-fluoro-1-phenyl-1H-benzo[d]imidazol-2-yl)ethylcarbamate

生成物 1

HCID 58459302(S)-1-(6-Fluoro-1-phenyl-1H-benzo[D]imidazol-2-YL)ethanamine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of [(S)-1-(6-fluoro-1-phenyl-1H-benzoimidazol-2-yl)ethyl]carbamic acid tertbutyl ester (1.20 g, 3.38 mmol) in DCM (5 mL) was added TFA (5 mL) and the resulting mixture was stirred at RT for 1.5 h. The crude reaction mixture was loaded onto an Isolute® SCX-2 cartridge. The cartridge was washed with MeOH and the product eluted with 2M NH3/MeOH. The product containing fractions were combined and concentrated in vacuo affording (S)-1-(6-Fluoro-1-phenyl-1H-benzoimidazol-2-yl)ethylamine as a yellow oil (861 mg, quantitative). LCMS: RT 1.97 and 2.19 min [M+H]+ 256.2

後処理

  1. customThe crude reaction mixture
  2. washThe cartridge was washed with MeOH
  3. washthe product eluted with 2M NH3/MeOH
  4. additionThe product containing fractions
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-1793e099c959432fae7c69cbd777c390
出典データセット
uspto-grants-2014_02
特許番号
US08653089B2

反応ノート

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