Triethylamine → 1-[(3-Methyl-4-oxo-1,4-dihydroquinolin-2-yl)methyl]-3-pentylurea

HRID 384492

Reaktionsgleichung

Reaktionsgleichung von HRID 384492
Cl.Cl.[NH2:3][CH2:4][C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:16])[C:14]=1[CH3:15])=[CH:11][CH:10]=[CH:9][CH:8]=2.C(N(CC)CC)C.[CH2:24]([N:29]=[C:30]=[O:31])[CH2:25][CH2:26][CH2:27][CH3:28]>C(Cl)(Cl)Cl>[CH3:15][C:14]1[C:13](=[O:16])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:5]=1[CH2:4][NH:3][C:30]([NH:29][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[O:31]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 206036Pentane, 1-isocyanato-HCID 685107592-(aminomethyl)-3-methylquinolin-4(1H)-one dihydrochloride

Produkt 1

HCID 595273791-[(3-Methyl-4-oxo-1,4-dihydroquinolin-2-yl)methyl]-3-pentylurea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 2-(aminomethyl)-3-methylquinolin-4(1H)-one dihydrochloride (160 mg) in chloroform (5 mL) were sequentially added triethylamine (0.26 mL) and pentyl isocyanate (0.09 mL), and the mixture was stirred at room temperature for 7 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: chloroform/methanol=20/1) to obtain 1-[(3-methyl-4-oxo-1,4-dihydroquinolin-2-yl)methyl]-3-pentylurea (117 mg).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (eluent: chloroform/methanol=20/1)

Quellen und Nachweise

ORD-Eintrag
ord-01e6540e41a54834a618c2ab4b38091e
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367702B2

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