Diethyl Ether → N-[(3-{4-[(Acetylamino)methyl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]-5-chloro-2-thiophenecarboxamide

HRID 499738

Reaktionsgleichung

Reaktionsgleichung von HRID 499738
[C:1](OC(=O)C)(=[O:3])[CH3:2].[NH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:20][CH:19]([CH2:21][NH:22][C:23]([C:25]3[S:26][C:27]([Cl:30])=[CH:28][CH:29]=3)=[O:24])[O:18][C:17]2=[O:31])=[CH:12][CH:11]=1.CCOCC>C1COCC1.ClCCl.N1C=CC=CC=1>[C:1]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:20][CH:19]([CH2:21][NH:22][C:23]([C:25]3[S:26][C:27]([Cl:30])=[CH:28][CH:29]=3)=[O:24])[O:18][C:17]2=[O:31])=[CH:12][CH:11]=1)(=[O:3])[CH3:2]

Komponenten

7

Edukt 3

HCID 3283Diethyl EtherHCID 7918Acetic AnhydrideHCID 21070786N-({3-[4-(aminomethyl)phenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)-5-chloro-2-thiophenecarboxamide

Produkt 1

HCID 21070779N-[(3-{4-[(Acetylamino)methyl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]-5-chloro-2-thiophenecarboxamide

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 1049PyridineLösungsmittelHCID 6344DichloromethaneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Acetic anhydride (0.015 ml, 0.164 mmol is added to a mixture of 30 mg (0.082 mmol) of N-({3-[4-(aminomethyl)phenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)-5-chloro-2-thiophenecarboxamide (from Example 148) in 1.5 ml of absolute THF and 1.0 ml of absolute dichloromethane, 0.02 ml of absolute pyridine at 0° C. The mixture is stirred at room temperature overnight. The product is obtained after addition of ether and crystallization. Yield: 30 mg (87% of theory),

Aufarbeitung

  1. customThe product is obtained

Quellen und Nachweise

ORD-Eintrag
ord-e7999333e3964a3ea0404b75d0a57948
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07767702B2

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