Reacción #1244278

ord-e35947765d3f4c249c0172c76f00d9a5

Ecuación de reacción

C#CCn1ccnc1[N+](=O)[O-]
alkyne
C#CCn1ccnc1[N+](=O)[O-]
2-Nitro-1-(prop-2-ynyl)-1H-imidazole
[N-]=[N+]=NC(CO)CF
29
[N-]=[N+]=NC(CO)CF
2-Azido-3-fluoropropan-1-ol
→
O=[N+]([O-])c1nccn1Cc1cn(C(CO)CF)nn1
1
O=[N+]([O-])c1nccn1Cc1cn(C(CO)CF)nn1
3-Fluoro-2-(4-((2-nitro-1H-imidazol-1-yl)methyl)-1H-1,2,3-triazol-1-yl)propan-1-ol

Reactantes

C#CCn1ccnc1[N+](=O)[O-]
alkyne
C#CCn1ccnc1[N+](=O)[O-]
2-Nitro-1-(prop-2-ynyl)-1H-imidazole
[N-]=[N+]=NC(CO)CF
29
[N-]=[N+]=NC(CO)CF
2-Azido-3-fluoropropan-1-ol

Reactivos

Ninguno

Condiciones de reacción

Temperatura
60°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe material is then purified on a silica gel column
  2. 2
    OtroThe material is then further purified via recrystallization

Procedimiento

To a vial is added alkyne 10 (1.9 g, 12.6 mmol) and 29 (1.5 g, 12.6 mmol). The solution is heated at 60° C. overnight. The material is then purified on a silica gel column using 10% MeOH:CH2Cl2 as the eluent. The material is then further purified via recrystallization using EtOAc:Hex to afford 1 as a solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07807394B2uspto-grants-2010_10