Reacción #1269869

ord-846643860ba44fb9b03aab34c35e7fd8

Ecuación de reacción

CCN(CC)CC
Et3N
CC(C)(C)OC(=O)N1CC2CNCC2C1
tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate
O=C(Cl)c1ccccc1
benzoyl chloride
CC(C)(C)OC(=O)N1CCC2(CCN(C(=O)c3ccccc3)C2)C1
tert-butyl 7-benzoyl-2,7-diazaspiro[4.4]nonane-2-carboxylate

Disolventes

Condiciones de reacción

Temperatura
115°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe reaction was quenched with water (10 mL)
  2. 2
    ExtracciónThe aqueous layer was extracted with EtOAc (3×10 mL)
  3. 3
    SecadoThe combined organic phase was dried over MgSO4
  4. 4
    Concentraciónconcentrated
  5. 5
    Otroto give a residue which
  6. 6
    Otrowas purified by silica gel chromatography

Procedimiento

Et3N (0.5 mL) was added into a solution of tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (0.2 g) and benzoyl chloride (0.1 mL) in THF (10 mL). The mixture was heated to 115° C. for 24 hours. The reaction was quenched with water (10 mL). The aqueous layer was extracted with EtOAc (3×10 mL). The combined organic phase was dried over MgSO4 and concentrated to give a residue which was purified by silica gel chromatography to give tert-butyl 7-benzoyl-2,7-diazaspiro[4.4]nonane-2-carboxylate.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08664213B2uspto-grants-2014_03