Isocyanatocyclopropane → Ethyl [4-(4-chlorophenyl)-3-cyclopropyl-5-methyl-2-oxo-2,3-dihydro-1H-imidazol-1-yl]-acetate

HRID 660872Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 660872
[CH2:1]([O:3][C:4](=[O:18])[CH2:5][NH:6][CH:7]([CH3:17])[C:8]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)=O)[CH3:2].[CH:19]1([N:22]=[C:23]=[O:24])[CH2:21][CH2:20]1>O1CCCC1>[CH2:1]([O:3][C:4](=[O:18])[CH2:5][N:6]1[C:7]([CH3:17])=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)[N:22]([CH:19]2[CH2:21][CH2:20]2)[C:23]1=[O:24])[CH3:2]

Komponenten

4

Edukt 2

HCID 637659IsocyanatocyclopropaneHCID 57455730N-[2-(4-chlorophenyl)-1-methyl-2-oxoethyl]-glycine ethyl ester

Produkt 1

HCID 58012249Ethyl [4-(4-chlorophenyl)-3-cyclopropyl-5-methyl-2-oxo-2,3-dihydro-1H-imidazol-1-yl]-acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

355 mg (1.32 mmol) of N-[2-(4-chlorophenyl)-1-methyl-2-oxoethyl]-glycine ethyl ester from Example 117A are placed in 5 ml tetrahydrofuran, treated with 109 mg (1.32 mmol) of cyclopropyl isocyanate and stirred overnight at room temperature. The reaction mixture is evaporated and the residue purified by flash chromatography on silica gel (eluent: first dichloromethane, then dichloromethane/methanol 200:1→100:1). 425 mg (91% of theory) of the target compound are thus obtained.

Aufarbeitung

  1. customThe reaction mixture is evaporated
  2. customthe residue purified by flash chromatography on silica gel (eluent
  3. custom425 mg (91% of theory) of the target compound are thus obtained

Quellen und Nachweise

ORD-Eintrag
ord-11ca6f622d1c4fcfa245cc9680d0d1a1
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084481B2

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