2,6-Diisopropylphenyl isocyanate → N-[2,6-bis(1-methylethyl)phenyl]-1-methyl-2-oxo-5-(3-pyridinyl)-3-pyrrolidinylcarboxamide

HRID 2081619

Reaktionsgleichung

[CH3:1][N:2]1[C:6](=[O:7])[CH2:5][CH2:4][C@H:3]1[C:8]1[CH:13]=[CH:12][CH:11]=[N:10][CH:9]=1.[CH:14]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH:23]([CH3:25])[CH3:24])[C:18]=1[N:26]=[C:27]=[O:28])([CH3:16])[CH3:15].C([N-]C(C)C)(C)C.[Li+]>>[CH3:16][CH:14]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH:23]([CH3:24])[CH3:25])[C:18]=1[NH:26][C:27]([CH:5]1[CH2:4][CH:3]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)[N:2]([CH3:1])[C:6]1=[O:7])=[O:28])[CH3:15]

Komponenten

Edukt 3

HCID 922592,6-Diisopropylphenyl isocyanate

HCID 854019Cotinine

HCID 2724682Lithium diisopropylamide

Produkt 1

HCID 19780280N-[2,6-bis(1-methylethyl)phenyl]-1-methyl-2-oxo-5-(3-pyridinyl)-3-pyrrolidinylcarboxamide

Versuchsvorschrift

The title compound was prepared from (-)-cotinine (5.0 g, 0.028 mol), 2,6-diisopropylphenyl isocyanate (5.69 g, 0.028 mol) and lithium diisopropylamide (0.028 mol) using the procedure described in Example 1.

Quellen und Nachweise

ORD-Eintrag: ord-ae4675954e294dd08b3f057fe3613566
Quelldatensatz: uspto-grants-1993_02
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05185349

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