反応 #957595

ord-ad0a1bfc90334993a3a11a249387bfbb

反応方程式

Nc1ccc(O)cc1
4-aminophenol
Cc1c(C(=O)O)c(=O)n(-c2ccccc2)n1C
1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid
ClCCl
DCM
CCN=C=NCCCN(C)C
EDCI
On1nnc2cccnc21
HOAT
Cc1c(C(=O)Nc2ccc(Oc3ccnc(N)c3Cl)cc2)c(=O)n(-c2ccccc2)n1C
title compound
収率 52.5%
Cc1c(C(=O)Nc2ccc(Oc3ccnc(N)c3Cl)cc2)c(=O)n(-c2ccccc2)n1C
N-(4-((2-amino-3-chloropyridin-4-yl)oxy)phenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide
収率 52.5%

反応条件

温度
46°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度cooled to rt
  2. 2
    workup.STIRRINGThe mixture was stirred at rt for 1 hour
  3. 3
    ろ過filtered

実験手順

To a mixture of 4-aminophenol (1.09 g, 10 mmol) and 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (2.37 g, 10.2 mmol) in DCM (30 mL) was added EDCI (2.3 g, 12 mmol) and HOAT (0.27 g, 2 mmol). The mixture was stirred at 46° C. for 4 hours, then cooled to rt and diluted with EtOAc (10 mL) and water (10 mL). The mixture was stirred at rt for 1 hour, then filtered to give the title compound as a white solid (1.7 g, 52.5%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08969388B1uspto-grants-2015_03