Réaction #81526

ord-a175068cb1484a3e8e9a7acf931dcddd

Équation de réaction

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
Rendement 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
Rendement 73.8%

Réactifs

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

Réactifs

Aucun

Solvants

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

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONadded
  2. 2
    AutreWhite crystals precipitated
  3. 3
    FiltrationThese were filtered
  4. 4
    Autredried under vacuum

Mode opératoire

[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°

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05618827uspto-grants-1997_04