Reacción #2122514

ord-203ce97f7b454c818798247fc1aa33a0

Ecuación de reacción

Cc1nc2ccc(S(=O)(=O)N3CCCCC3)cc2s1
Compound 3
Cc1nc2ccc(S(=O)(=O)N3CCCCC3)cc2s1
N-(2-methylbenzothiazole-6-sulfonyl)piperidine
COS(=O)(=O)c1ccc(C)cc1
p-toluenesulfonic acid methyl ester
CC1Sc2cc(S(=O)(=O)N3CCCCC3)ccc2N1C.Cc1ccc(S(=O)(=O)O)cc1
Compound 4
Rendimiento 86.0%
CC1Sc2cc(S(=O)(=O)N3CCCCC3)ccc2N1C.Cc1ccc(S(=O)(=O)O)cc1
N-(2,3-dimethylbenzothiazole-6-sulfonyl)piperidine tosylate
Rendimiento 86.0%

Condiciones de reacción

Temperatura
130°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturato cool to room temperature
  2. 2
    Otrothe resulting mass was triturated with acetone (25 ml) until a gray colored solid
  3. 3
    Otroseparated
  4. 4
    OtroThe solid was collected by centrifugation
  5. 5
    Lavadowashed with acetone
  6. 6
    Otrodried under vacuum

Procedimiento

A mixture of Compound 3 (1.0 g, 3.4 mmol) and p-toluenesulfonic acid methyl ester (0.94 g, 5.1 mmol) was heated in a pressure tube at 130° C. for 1 hour. The mixture was allowed to cool to room temperature, and the resulting mass was triturated with acetone (25 ml) until a gray colored solid separated. The solid was collected by centrifugation, washed with acetone and dried under vacuum to yield 1.4 g (86%) of Compound 4 whose structure is given below:

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08574881B2uspto-grants-2013_11