Reacción #496883

ord-61327de12a0f4a38aeb0e06a97ef616f

Ecuación de reacción

C1CCNCC1
Piperidine
Cc1nc2ccc(S(=O)(=O)Cl)cc2o1
Compound 8
Cc1nc2ccc(S(=O)(=O)Cl)cc2o1
2-methylbenzoxazole-6-sulfonyl chloride
Cc1nc2ccc(S(=O)(=O)N3CCCCC3)cc2o1
Compound 9
Rendimiento 98.5%
Cc1nc2ccc(S(=O)(=O)N3CCCCC3)cc2o1
N-(2-methylbenzoxazole-6-sulfonyl)piperidine
Rendimiento 98.5%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Lavadowashed with water (2×, 50 ml) and brine (1×, 50 ml)
  2. 2
    SecadoThe organic layer was then dried over sodium sulfate
  3. 3
    Otroevaporated

Procedimiento

Piperidine (2.2 g, 26 mmol) was added drop wise to a solution of Compound 8 (3.0 g, 10 mmol) in chloroform (30 ml) and DMF (10 ml). The combined mixture was stirred at room temperature for 1 hour, and then washed with water (2×, 50 ml) and brine (1×, 50 ml). The organic layer was then dried over sodium sulfate and evaporated to provide 2.76 g (76%) of Compound 9 as a sticky white solid. TLC analysis showed Rf=0.25 (30% ethyl acetate in hexane). The structure of this compound is given below:

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08759526B2uspto-grants-2014_06