Reaktion #81526

ord-a175068cb1484a3e8e9a7acf931dcddd

Reaktionsgleichung

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
Ausbeute 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
Ausbeute 73.8%

Edukte

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

Reagenzien

Keine

Lösungsmittel

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

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONadded
  2. 2
    SonstigeWhite crystals precipitated
  3. 3
    FiltrationThese were filtered
  4. 4
    Sonstigedried under vacuum

Vorschrift

[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°

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05618827uspto-grants-1997_04