Reacción #577255

ord-a27161bfcc3e41a8b3f81e5b2f27f349

Ecuación de reacción

CCOc1cc(NC(C)=O)ccc1C(=O)NCC1CN(C(C)=O)CCO1
19
CCOc1cc(NC(C)=O)ccc1C(=O)NCC1CN(C(C)=O)CCO1
4-acetamido-N-((4-acetylmorpholin-2-yl)methyl)-2-ethoxybenzamide
O=C1CCC(=O)N1Cl
N-chlorosuccinimide
CCOc1cc(NC(C)=O)c(Cl)cc1C(=O)NCC1CN(C(C)=O)CCO1
20
Rendimiento 67.4%
CCOc1cc(NC(C)=O)c(Cl)cc1C(=O)NCC1CN(C(C)=O)CCO1
4-acetamido-N-((4-acetylmorpholin-2-yl)methyl)-5-chloro-2-ethoxybenzamide
Rendimiento 67.4%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ConcentraciónThe reaction mixture was then concentrated under reduced pressure to dryness
  2. 2
    OtroThe residue was triturated with H2O
  3. 3
    Otrothe resulting solids were removed by filtration
  4. 4
    Otrorecrystallized from CH3OH

Procedimiento

A solution of 19 (1.78 g, 4.9 mmol) and N-chlorosuccinimide (0.687 g, 5.1 mmol, 1.05 equiv) in DMF (30 mL) was stirred for 1 h at 70° C. The reaction mixture was then concentrated under reduced pressure to dryness. The residue was triturated with H2O and the resulting solids were removed by filtration and recrystallized from CH3OH to yield 20 (1.314 g).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07528131B2uspto-grants-2009_05