反応 #50816

ord-bceb03b365eb4b88a809530aadc48735

反応方程式

O=C([O-])O.[Na+]
sodium bicarbonate
O=C(O)c1ccc(-c2cccc3cncn23)cc1
5-(p-carboxyphenyl)imidazo[1,5-a]pyridine
O=C(Cl)C(=O)Cl
oxalyl chloride
CC(C)(C)N
tert-butylamine
CC(C)(C)NC(=O)c1ccc(-c2cccc3cncn23)cc1
title compound
CC(C)(C)NC(=O)c1ccc(-c2cccc3cncn23)cc1
5-(p-tert-Butylaminocarbonylphenyl)imidazo[1,5-a]pyridine

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.STIRRINGStirring
  2. 2
    その他The organic layer is separated
  3. 3
    乾燥dried over sodium sulfate
  4. 4
    その他evaporated

実験手順

To a slurry of 0.4 g of 5-(p-carboxyphenyl)imidazo[1,5-a]pyridine in 40 ml of methylene chloride under nitrogen at room temperature, is added 30 μl of N,N-dimethylformamide followed by 0.16 ml of oxalyl chloride. The reaction mixture is stirred until gas evolution is complete and 0.46 ml of tert-butylamine is added dropwise. Stirring is discontinued after 90 min and 10 ml of saturated sodium bicarbonate solution is added. The organic layer is separated, dried over sodium sulfate and evaporated to yield the title compound, m.p. 128°-131°.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05428160uspto-grants-1995_06