Reacción #2843

ord-f4e8e6ec20fc45b7ba597aed2b56cab8

Ecuación de reacción

O=C([O-])[O-].[K+].[K+]
K2CO3
N#Cc1cccc(CN2CC[C@H](NS(=O)(=O)c3cc4ccccc4s3)C2=O)c1
benzo[b]thiophene-2-sulfonic acid [1-(3-cyano-benzyl)-2-oxo-pyrrolidin-3-(S)-yl]-amide
CI
methyl iodide
CN([C@H]1CCN(Cc2cccc(C#N)c2)C1=O)S(=O)(=O)c1cc2ccccc2s1
title compound
Rendimiento 96.7%
CN([C@H]1CCN(Cc2cccc(C#N)c2)C1=O)S(=O)(=O)c1cc2ccccc2s1
Benzo[b]thiophene-2-sulfonic acid [1-(3-cyanobenzyl)-2-oxo-pyrrolidin-3-(S)-yl]-methylamide
Rendimiento 96.7%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe layers are separated
  2. 2
    LavadoThe organic layer is washed with H2O and saturated NaCl
  3. 3
    SecadoThe organic layer is dried over MgSO4
  4. 4
    Filtraciónfiltered
  5. 5
    Concentraciónconcentrated
  6. 6
    OtroThe residue is triturated with Et2O

Procedimiento

To a solution of benzo[b]thiophene-2-sulfonic acid [1-(3-cyano-benzyl)-2-oxo-pyrrolidin-3-(S)-yl]-amide (0.25 g, 0.61 mmol) in 3 mL of DMF is added methyl iodide (0.13 g, 0.91 mmol) followed by K2CO3 (0.13 g, 0.91 mmol). The solution is stirred at ambient temperatures for 6 h. After this time, the solution is diluted with H2O and EtOAc. The layers are separated. The organic layer is washed with H2O and saturated NaCl. The organic layer is dried over MgSO4, filtered and concentrated. The residue is triturated with Et2O to give the title compound (0.25 g, 0.59 mmol) as a white solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05731315uspto-grants-1998_03