3-Amino-9-ethylcarbazole → (2S,4EZ)-4-(tert-butoxyimino)-1-(2-ethoxy-1-naphthoyl)-N-(9-ethyl-9H-carbazol-3-yl)-2-pyrrolidinecarboxamide

HRID 1349133

Reaktionsgleichung

Reaktionsgleichung von HRID 1349133
C(O[C:6]([N:8]1[CH2:12][C:11](=[N:13][O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[CH2:10][C@H:9]1[C:19]([OH:21])=O)=[O:7])(C)(C)C.[CH2:22]([O:24][C:25]1[CH:34]=[CH:33][C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:26]=1C(Cl)=O)[CH3:23].[CH2:38]([N:40]1[C:52]2[CH:51]=[CH:50][C:49]([NH2:53])=[CH:48][C:47]=2[C:46]2[C:41]1=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH3:39]>>[C:15]([O:14][N:13]=[C:11]1[CH2:12][N:8]([C:6]([C:26]2[C:27]3[C:32](=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH:33]=[CH:34][C:25]=2[O:24][CH2:22][CH3:23])=[O:7])[C@H:9]([C:19]([NH:53][C:49]2[CH:50]=[CH:51][C:52]3[N:40]([CH2:38][CH3:39])[C:41]4[C:46]([C:47]=3[CH:48]=2)=[CH:45][CH:44]=[CH:43][CH:42]=4)=[O:21])[CH2:10]1)([CH3:16])([CH3:17])[CH3:18]

Komponenten

4

Edukt 3

HCID 85883-Amino-9-ethylcarbazoleHCID 1086791-Naphthalenecarbonyl chloride, 2-ethoxy-HCID 131725425(2S,4EZ)-1-(tertbutoxycarbonyl)-4-(tert-butoxyimino)-2-pyrrolidinecarboxylic acid

Produkt 1

HCID 131725486(2S,4EZ)-4-(tert-butoxyimino)-1-(2-ethoxy-1-naphthoyl)-N-(9-ethyl-9H-carbazol-3-yl)-2-pyrrolidinecarboxamide

Versuchsvorschrift

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(tert-butoxyimino)-2-pyrrolidinecarboxylic acid, 2-ethoxy-1-naphthoyl chloride, and 9-ethyl-9H-carbazol-3-amine the title compound was obtained in 47% purity by LC/MS. MS(ESI+): m/z=591.4.

Quellen und Nachweise

ORD-Eintrag
ord-49ba54081f96497a97adc21c6b2c92d8
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07211601B2

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