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

HRID 41086

Reaktionsgleichung

Reaktionsgleichung von HRID 41086
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:13][CH:12]([CH2:14][NH:15][C:16]([C:18]3[S:19][C:20]([Cl:23])=[CH:21][CH:22]=3)=[O:17])[O:11][C:10]2=[O:24])=[CH:5][CH:4]=1.N1C=CC=CC=1.[C:31](OC(=O)C)(=[O:33])[CH3:32].CCOCC>C1COCC1.ClCCl>[C:31]([NH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:13][CH:12]([CH2:14][NH:15][C:16]([C:18]3[S:19][C:20]([Cl:23])=[CH:21][CH:22]=3)=[O:17])[O:11][C:10]2=[O:24])=[CH:5][CH:4]=1)(=[O:33])[CH3:32]

Komponenten

7

Edukt 4

HCID 1049PyridineHCID 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 2

HCID 6344DichloromethaneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

At 0° C., 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-thiophene-carboxamide (from Example 148) in 1.5 ml of absolute THF and 1.0 ml of absolute dichloromethane, and 0.02 ml of absolute pyridine is mixed with acetic anhydride (0.015 ml, 0.164 mmol). The mixture is stirred at room temperature overnight. Addition of ether and crystallization affords the product. Yield: 30 mg (87% of theory),

Aufarbeitung

  1. customaffords the product

Quellen und Nachweise

ORD-Eintrag
ord-724e934a70aa45599ac0737d7883d5bf
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08530505B2

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