Triethylamine → (R)-(4-Chloro-3-nitropyridin-2-yl)-(1-methoxymethyl-propyl)-amine

HRID 1831575Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1831575
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([Cl:11])[CH:5]=[CH:4][N:3]=1.CCN(CC)CC.[CH3:19][O:20][CH2:21][C@H:22]([NH2:25])[CH2:23][CH3:24]>CCO>[Cl:11][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([NH:25][C@@H:22]([CH2:21][O:20][CH3:19])[CH2:23][CH3:24])[C:7]=1[N+:8]([O-:10])=[O:9]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 105357732,4-Dichloro-3-nitropyridineHCID 210356842-Butanamine, 1-methoxy-, (2R)-

Produkt 1

HCID 69658092(R)-(4-Chloro-3-nitropyridin-2-yl)-(1-methoxymethyl-propyl)-amineAusbeute 155,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

2,4-Dichloro-3-nitropyridine (1.0 g, 5,18 mmol) was dissolved in EtOH (20 mL), followed by the addition of Et3N (1.05 g, 10.4 mmol) and (R)-1-methoxymethyl-propylamine (0.72 g, 5.18 mmol) and the reaction was heated at 60° C. for 3 h. The reaction was concentrated in vacuo to yield 2.09 g of (R)-(4-chloro-3-nitro-pyridin-2-yl)-(1-methoxymethyl-propyl)-amine as a crude viscous oil: MS (AP) m/z 259.69 [(M+H)+, 97].

Aufarbeitung

  1. concentrationThe reaction was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a485b3e43d9045a3a396e5691b1ad9f3
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07067658B2

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