Methyl acetoacetate → 5-(2-Fluoro-5-trifluoromethyl-phenyl)-1-(4-hydroxy-cyclohexylmethyl)-2-methyl-1H-pyrrole-3-carboxylic acid cyclohexylamide

HRID 1593182

Reaktionsgleichung

Reaktionsgleichung von HRID 1593182
C[O:2][C:3](=O)[CH2:4][C:5](=O)[CH3:6].Br[CH2:10][C:11]([C:13]1[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[CH:15][C:14]=1[F:23])=O.[NH2:24][CH2:25][C@H:26]1[CH2:31][CH2:30][C@H:29]([OH:32])[CH2:28][CH2:27]1.[CH:33]1([NH2:39])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1>>[CH:33]1([NH:39][C:3]([C:4]2[CH:10]=[C:11]([C:13]3[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[CH:15][C:14]=3[F:23])[N:24]([CH2:25][CH:26]3[CH2:31][CH2:30][CH:29]([OH:32])[CH2:28][CH2:27]3)[C:5]=2[CH3:6])=[O:2])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1

Komponenten

5

Edukt 4

HCID 7757Methyl acetoacetateHCID 7965CyclohexylamineHCID 27787842-Fluoro-5-(trifluoromethyl)phenacyl bromideHCID 178511287HCID 178511287, Verbindung

Produkt 1

HCID 589991425-(2-Fluoro-5-trifluoromethyl-phenyl)-1-(4-hydroxy-cyclohexylmethyl)-2-methyl-1H-pyrrole-3-carboxylic acid cyclohexylamide

Versuchsvorschrift

The title compound was synthesized in analogy to Example 68, using 3-oxo-butyric acid methyl ester as compound of formula R, 2-bromo-1-(2-fluoro-5-trifluoromethyl-phenyl)-ethanone as compound of formula S, trans-4-(aminomethyl)-cyclohexanol, as R3—(CH2)m—NH2 and cyclohexylamine as R1R2NH, MS (ISP) 481.6 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-cf9123e03509424685d0d3abe67e6cd3
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07294644B2

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