Reacción #81526

ord-a175068cb1484a3e8e9a7acf931dcddd

Ecuación de reacción

Cc1noc(-c2ccccc2N(C)C(=O)OC2CCN(CCNCS(C)(=O)=O)CC2)n1
[1-[2-[(Methylsulphonyl)methylamino]ethyl]-4-piperidinyl]methyl[2-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]carbamate
O=C(O)/C=C\C(=O)O
maleic acid
→
Cc1noc(-c2ccccc2N(C)C(=O)OC2CCN(CCNCS(C)(=O)=O)CC2)n1.O=C(O)/C=C\C(=O)O
title compound
Rendimiento 73.8%
Cc1noc(-c2ccccc2N(C)C(=O)OC2CCN(CCNCS(C)(=O)=O)CC2)n1.O=C(O)/C=C\C(=O)O
[1-[2-[(Methylsulphonyl)methylamino]ethyl]4-piperidinyl]methyl[2-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]carbamate (Z)-2-butenedioate
Rendimiento 73.8%

Reactantes

Cc1noc(-c2ccccc2N(C)C(=O)OC2CCN(CCNCS(C)(=O)=O)CC2)n1
[1-[2-[(Methylsulphonyl)methylamino]ethyl]-4-piperidinyl]methyl[2-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]carbamate
O=C(O)/C=C\C(=O)O
maleic acid

Reactivos

Ninguno

Disolventes

CCOC(C)=O
ethyl acetate
CCOC(C)=O
ethyl acetate

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONadded
  2. 2
    OtroWhite crystals precipitated
  3. 3
    FiltraciónThese were filtered
  4. 4
    Otrodried under vacuum

Procedimiento

[1-[2-[(Methylsulphonyl)methylamino]ethyl]-4-piperidinyl]methyl[2-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]carbamate (55 mg) was dissolved in boiling ethyl acetate (1 ml) and maleic acid (17 mg) in hot ethyl acetate (1 ml) added. White crystals precipitated. These were filtered and dried under vacuum to give the title compound (51 mg), as a white powder, m.p. 170°-172°

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05618827uspto-grants-1997_04