Reacción #2439980

ord-7dd4f2f50661464a98c4e760a36f0101

Ecuación de reacción

Cc1cc(C(=O)Nc2ccc(C(=O)c3ccc4c(c3)NC(=O)C4=CO)cc2)n(C)n1
2,5-Dimethyl-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
Cc1cc(C(=O)Nc2ccc(C(=O)c3ccc4c(c3)NC(=O)C4=CNc3ccc(N4CCOCC4)cc3)cc2)n(C)n1
title compound
Rendimiento 36.0%
Cc1cc(C(=O)Nc2ccc(C(=O)c3ccc4c(c3)NC(=O)C4=CNc3ccc(N4CCOCC4)cc3)cc2)n(C)n1
2,5-Dimethyl-2H-pyrazole-3-carboxylic acid (4-{3-[(4-morpholin-4-yl-phenylamino)-methylene]-2-oxo-2,3-dihydro-1H-indole-6-carbonyl}-phenyl)-amide
Rendimiento 36.0%

Disolventes

Condiciones de reacción

Temperatura
65°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroA small screw cap test tube
  2. 2
    TemperaturaSubsequently, the reaction mixture was cooled to room temperature
  3. 3
    OtroThe solid precipitate that formed

Procedimiento

A small screw cap test tube was charged with 2,5-Dimethyl-2H-pyrazole-3-carboxylic acid [4-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (prepared below, 100 mg, 0.248 mmol) and THF (2 mL). To the resulting solution was added N-(4-aminophenyl)morpholine (48.7 mg, 0.248 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature. Hexanes were added to the reaction mixture. The solid precipitate that formed was washed with ˜1 mL of i-prOH yielding 36% (50 mg, 0.089 mmol) of the title compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07749530B2uspto-grants-2010_07