反応 #2439964

ord-483091e21213467288f5cb9d09b07384

反応方程式

CCn1nc(C)cc1C(=O)Nc1ccc(C(=O)c2ccc3c(c2)NC(=O)C3=CO)cc1
2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid [4-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide
Nc1ccc(N2CCOCC2)cc1
N-(4-aminophenyl)morpholine
CCn1nc(C)cc1C(=O)Nc1ccc(C(=O)c2ccc3c(c2)NC(=O)C3=CNc2ccc(N3CCOCC3)cc2)cc1
title compound
収率 67.9%
CCn1nc(C)cc1C(=O)Nc1ccc(C(=O)c2ccc3c(c2)NC(=O)C3=CNc2ccc(N3CCOCC3)cc2)cc1
2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid (4-{3-[(4-morpholin-4-yl-phenylamino)-methylene]-2-oxo-2,3-dihydro-1H-indole-6-carbonyl}-phenyl)-amide
収率 67.9%

溶媒

反応条件

温度
65°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他A small screw cap test tube
  2. 2
    温度Subsequently, the reaction mixture was cooled to room temperature
  3. 3
    濃縮concentrated in vacuo
  4. 4
    その他The crude residue was purified via flash silica gel chromatography (5% MeOH/95% CHCl3)

実験手順

A small screw cap test tube was charged with 2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid [4-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (prepared below, 100 mg, 0.240 mmol) and THF (1 mL). To the resulting solution was added N-(4-aminophenyl)morpholine (47.08 mg, 0.264 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature and concentrated in vacuo. The crude residue was purified via flash silica gel chromatography (5% MeOH/95% CHCl3) yielding 67% (94 mg, 0.163 mmol) of the title compound.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07749530B2uspto-grants-2010_07