1,4-Dibromo-2-butanol → N-[2-(3-Hydroxy-pyrrolidin-1-yl)-cyclohexyl]-2-methoxy-4,6-bis-trifluoromethyl-benzamide

HRID 659235

Reaktionsgleichung

Reaktionsgleichung von HRID 659235
[NH2:1][C@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[NH:8][C:9](=[O:26])[C:10]1[C:15]([C:16]([F:19])([F:18])[F:17])=[CH:14][C:13]([C:20]([F:23])([F:22])[F:21])=[CH:12][C:11]=1[O:24][CH3:25].Br[CH2:28][CH:29]([OH:33])[CH2:30][CH2:31]Br>>[OH:33][CH:29]1[CH2:30][CH2:31][N:1]([CH:2]2[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]2[NH:8][C:9](=[O:26])[C:10]2[C:15]([C:16]([F:19])([F:18])[F:17])=[CH:14][C:13]([C:20]([F:21])([F:22])[F:23])=[CH:12][C:11]=2[O:24][CH3:25])[CH2:28]1

Komponenten

3

Edukt 2

HCID 295701,4-Dibromo-2-butanolHCID 58062915cis-N-(2-Amino-cyclohexyl)-2-methoxy-4,6-bis-trifluoromethyl-benzamide2×

Produkt 1

HCID 76682981N-[2-(3-Hydroxy-pyrrolidin-1-yl)-cyclohexyl]-2-methoxy-4,6-bis-trifluoromethyl-benzamide

Versuchsvorschrift

The title compounds, both light yellow solids, MS: m/e=455.3 [(M+H)+], were prepared in accordance with the general method of example 10 from cis-N-(2-amino-cyclohexyl)-2-methoxy-4,6-bis-trifluoromethyl-benzamide (intermediate H) and 1,4-dibromo-2-butanol. The 2 diastereomers could be separated by column chromatography however the relative configuration was not assigned.

Aufarbeitung

  1. customThe 2 diastereomers could be separated by column chromatography however the relative configuration

Quellen und Nachweise

ORD-Eintrag
ord-14d90036ec694c1f9b1c206b9f242724
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08080541B2

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