Maleic Acid → [1-[2-[(Methylsulphonyl)amino]ethyl]-4-piperidinyl]methyl[2-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]carbamate (Z)-2-butenedioate

HRID 53247Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 53247
[CH3:1][S:2]([NH:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15](=[O:30])[N:16]([CH3:29])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[C:23]2[O:27][N:26]=[C:25]([CH3:28])[N:24]=2)[CH2:10][CH2:9]1)(=[O:4])=[O:3].[C:31]([OH:38])(=[O:37])/[CH:32]=[CH:33]\[C:34]([OH:36])=[O:35]>CO.ClCCl.CO>[C:31]([OH:38])(=[O:37])/[CH:32]=[CH:33]\[C:34]([OH:36])=[O:35].[CH3:1][S:2]([NH:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15](=[O:30])[N:16]([CH3:29])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[C:23]2[O:27][N:26]=[C:25]([CH3:28])[N:24]=2)[CH2:10][CH2:9]1)(=[O:3])=[O:4]

Komponenten

5

Edukt 2

HCID 444266Maleic AcidHCID 70079874[1-[2-[(Methylsulphonyl)amino]ethyl]-4-piperidinyl]methyl[2-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]carbamate

Produkt 1

HCID 70079873[1-[2-[(Methylsulphonyl)amino]ethyl]-4-piperidinyl]methyl[2-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]carbamate (Z)-2-butenedioateAusbeute 88,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 21226129Dichloromethane methanolLösungsmittel

Versuchsvorschrift

[1-[2-[(Methylsulphonyl)amino]ethyl]-4-piperidinyl]methyl[2-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]carbamate (11.83 g) was dissolved in warm methanol/dichloromethane (50 ml/25 ml) and treated with a warm solution of maleic acid (2.91 g) in methanol (25 ml). The resultant solution was concentrated in vacuo to give a viscous gum which rapidly solidified upon standing. The beige solid was crystallised from absolute ethanol (500 ml) to give the title compound (12.25 g) as fluffy white microneedles, m.p. 163°-164°.

Aufarbeitung

  1. concentrationThe resultant solution was concentrated in vacuo
  2. customto give a viscous gum which
  3. customThe beige solid was crystallised from absolute ethanol (500 ml)

Quellen und Nachweise

ORD-Eintrag
ord-07bf9e4f91f449b6989f5604e24bfdc7
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05618827

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