1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → Propyl 3-{[2-(Acetylamino)ethylthio]methyl}-4-oxo-4-(3-pyridyl)butanoate

HRID 2184740

Reaktionsgleichung

Reaktionsgleichung von HRID 2184740
[C:1]([NH:4][CH2:5][CH2:6][S:7][CH2:8][CH:9]([C:14](=[O:21])[C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)[CH2:10][C:11]([OH:13])=[O:12])(=[O:3])[CH3:2].Cl.CN(C)[CH2:25][CH2:26][CH2:27]N=C=NCC>CN(C)C1C=CN=CC=1.CN(C)C=O>[C:1]([NH:4][CH2:5][CH2:6][S:7][CH2:8][CH:9]([C:14](=[O:21])[C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)[CH2:10][C:11]([O:13][CH2:25][CH2:26][CH3:27])=[O:12])(=[O:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 99445253-{[2-(Acetylamino)ethylthio]methyl}-4-oxo-4-(3-pyridyl)butanoic acid

Produkt 1

HCID 22457756Propyl 3-{[2-(Acetylamino)ethylthio]methyl}-4-oxo-4-(3-pyridyl)butanoateAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 3-{[2-(acetylamino)ethylthio]methyl}-4-oxo-4-(3-pyridyl)butanoic acid (0.1 g), 1[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (68.1 mg) and 4-dimethylaminopyridine (0.1 eq) in dimethyl formamide (2 mL) was stirred for 24 h. The solution was purified on preparative HPLC (C-18 prep column, 10% to 90% acetonitrile in water both containing 0.1% TFA) to give 0.085 g (75%) of the title compound; ESMS (M+1)+353.

Aufarbeitung

  1. customThe solution was purified on preparative HPLC (C-18 prep column, 10% to 90% acetonitrile in water both containing 0.1% TFA)

Quellen und Nachweise

ORD-Eintrag
ord-00b538251eb4485ab9ca724be8437ff2
Quelldatensatz
uspto-grants-2002_06
Patentnummer
US06399606B1

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