Reacción #332736

ord-f5cf90ba77f94b7b8532fc51d78a3f09

Ecuación de reacción

O=C1CC(=O)NC(=O)N1
Barbituric acid
C[C@@H]1CN(c2c(C=O)cc3c(C(=O)NCC(F)F)noc3c2F)C[C@H](C)O1
N-(2,2-difluoroethyl)-6-((2R,6S)-2,6-dimethylmorpholino)-7-fluoro-5-formylbenzo[d]isoxazole-3-carboxamide
C[C@@H]1CN2c3c(cc4c(C(=O)NCC(F)F)noc4c3F)CC3(C(=O)NC(=O)NC3=O)[C@H]2[C@H](C)O1
(2R,4S,4aS)-rel-N-(2,2-difluoroethyl)-11-fluoro-2,4-dimethyl-2′,4′,6′-trioxo-2,2′,3′,4,4a,4′,6,6′-octahydro-1H,1′H-spiro[isoxazolo[4,5-g][1,4]oxazino[4,3-a]quinoline-5,5′-pyrimidine]-8-carboxamide

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrodescribed for the synthesis of Example 134
  2. 2
    OtroThe product was purified by reverse phase HPLC

Procedimiento

Starting material: Barbituric acid and N-(2,2-difluoroethyl)-6-((2R,6S)-2,6-dimethylmorpholino)-7-fluoro-5-formylbenzo[d]isoxazole-3-carboxamide were reacted (Intermediate 467) using a method similar to the one described for the synthesis of Example 134. The product was purified by reverse phase HPLC using a gradient of CH3CN in water with 0.1% TFA.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08658641B2uspto-grants-2014_02