Methyl chloroformate → HCID 86600904, Verbindung

HRID 915007Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 915007
C(N(CC)CC)C.Cl.[NH2:9][CH:10]([C:19]1[CH:20]=[CH:21][C:22](=[O:28])[N:23]([CH:25]([CH3:27])[CH3:26])[N:24]=1)[C:11](=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.Cl[C:30]([O:32][CH3:33])=[O:31].CCCCCC>C(Cl)Cl.CCOC(C)=O>[CH:25]([N:23]1[C:22](=[O:28])[CH:21]=[CH:20][C:19]([CH:10]([NH:9][C:30](=[O:31])[O:32][CH3:33])[C:11](=[O:18])[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[N:24]1)([CH3:26])[CH3:27]

Komponenten

7

Edukt 4

HCID 6586Methyl chloroformateHCID 8058HexaneHCID 8471TriethylamineHCID 693314766-(1-amino-2-oxo-2-phenylethyl)-2-isopropyl-3(2H)-pyridazinone hydrochloride

Produkt 1

HCID 86600904HCID 86600904, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Under ice-cooling, a solution of triethylamine (16.8 ml) of CH2Cl2 (30 ml) was added dropwise to a suspension of 6-(1-amino-2-oxo-2-phenylethyl)-2-isopropyl-3(2H)-pyridazinone hydrochloride (15.42 g) and methyl chloroformate (4.65 ml) in CH2Cl2 (155 ml) and stirred at the same temperature for 30 minutes. The mixture was washed with water, 1N HCl and sat. aq. NaHCO3 solution, dried over MgSO4 and concentrated under reduced pressure to give a residue. The residue was subjected to column chromatography on silica gel eluting with a mixture of n-hexane and EtOAc (30:70 v/v) to give methyl [1-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-2-oxo-2-phenylethyl]carbamate as a syrup (15.78 g), which was identical to the authentic sample (the product of Preparation 5) by IR, MS and NMR spectra.

Aufarbeitung

  1. temperatureUnder ice-cooling
  2. washThe mixture was washed with water, 1N HCl and sat. aq. NaHCO3 solution
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customto give a residue

Quellen und Nachweise

ORD-Eintrag
ord-9cb4b9707be846f6b75657fde278aea4
Quelldatensatz
uspto-grants-2007_09
Patentnummer
US07265120B2

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