反応 #507675

ord-503c9e429f1e49e5835cebdf280afe2b

反応方程式

CO
MeOH
N#Cc1cc2nccn2cc1-c1ccc(Cl)cc1Cl
6-(2,4-dichloro-phenyl)-imidazo[1,2-a]pyridine-7-carbonitrile
B.C1CCOC1
BH3.THF
NCc1cc2nccn2cc1-c1ccc(Cl)cc1Cl
C-[6-(2,4-dichloro-phenyl)-imidazo[1,2-a]pyridin-7-yl]-methylamine
収率 102.4%

溶媒

反応条件

温度
40°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度cooled to RT
  2. 2
    ろ過The resin was filtered
  3. 3
    洗浄washed with MeOH (500 mL)
  4. 4
    その他The NH3-MeOH fraction was evaporated

実験手順

In a sealed flask, a solution of 6-(2,4-dichloro-phenyl)-imidazo[1,2-a]pyridine-7-carbonitrile (750 mg, 2.6 mmol) in THF (20 mL) was cautiously added to well stirred BH3.THF complex (1.0 M solution in THF, 13 mL, 13.0 mmol) at 0° C. The reaction mixture was heated at 40° C. for 1 h and cooled to RT. MeOH (large excess) and Amberlyst 15 (35 g) were successively added and the resulting mixture was shaken at RT for 30 min. The resin was filtered, washed with MeOH (500 mL), and the desired compound was released with ammonia (1.0 M solution in MeOH, 1.2 L). The NH3-MeOH fraction was evaporated to yield the crude C-[6-(2,4-dichloro-phenyl)-imidazo[1,2-a]pyridin-7-yl]-methylamine (778 mg) as a yellow oil.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08097617B2uspto-grants-2012_01