Triethylamine → HCID 69506747, Verbindung

HRID 2366712Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2366712
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][N:10]=2)[N:5]=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].Cl.[NH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23].C(N(CC)CC)C>C(Cl)(Cl)Cl>[N+:12]([C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:2]=1[NH:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[N:10][CH:9]=[CH:8][CH:7]=2)([O-:14])=[O:13]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 458476Ethyl 6-aminohexanoate hydrochlorideHCID 131227874-Chloro-3-nitro-1,5-naphthyridine

Produkt 1

HCID 69506747HCID 69506747, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A suspension of 4-chloro-3-nitro[1,5]naphthyridine (9.0 g, 42.9 mmol) in chloroform (180 mL) was cooled to approximately 0° C. Ethyl 6-aminohexanoate hydrochloride (12.6 g, 64.4 mmol) and triethylamine (16.6 mL, 119 mmol) were sequentially added with stirring, and the reaction was stirred for 15 minutes. The mixture was diluted with chloroform (180 mL), washed with 1% aqueous sodium carbonate (3×125 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure to provide ethyl 6-(3-nitro[1,5]naphthyridin-4-ylamino)hexanoate as a yellow oil.

Aufarbeitung

  1. stirringthe reaction was stirred for 15 minutes
  2. washwashed with 1% aqueous sodium carbonate (3×125 mL)
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-260bfe37ee4c43ff9cbfaa0af57ab2eb
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08697873B2

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