3-Methoxy-4-methylaniline → (S)-2-(4-Fluoro-phenyl)-2-hydroxy-N-(3-methoxy-4-methyl-phenyl)-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide

HRID 1094410

Reaktionsgleichung

Reaktionsgleichung von HRID 1094410
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:10])[CH:6]=[CH:7][C:8]=1[CH3:9].[F:11][C:12]([F:23])([F:22])[C:13]1[N:18]=[CH:17][C:16]([CH2:19][C:20]#N)=[CH:15][CH:14]=1.[F:24][C:25]1[CH:30]=[CH:29][C:28]([C:31](=[O:35])[C:32](O)=[O:33])=[CH:27][CH:26]=1>>[F:24][C:25]1[CH:26]=[CH:27][C:28]([C@H:31]([OH:35])[C:32]([N:10]([C:5]2[CH:6]=[CH:7][C:8]([CH3:9])=[C:3]([O:2][CH3:1])[CH:4]=2)[CH2:20][CH2:19][C:16]2[CH:17]=[N:18][C:13]([C:12]([F:23])([F:22])[F:11])=[CH:14][CH:15]=2)=[O:33])=[CH:29][CH:30]=1

Komponenten

4

Edukt 3

HCID 278823-Methoxy-4-methylanilineHCID 5794402-(4-Fluorophenyl)-2-oxoacetic AcidHCID 508511273-Pyridineacetonitrile, 6-(trifluoromethyl)-

Produkt 1

HCID 44546439(S)-2-(4-Fluoro-phenyl)-2-hydroxy-N-(3-methoxy-4-methyl-phenyl)-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide

Versuchsvorschrift

In analogy to example 47 (steps 3 & 4), 3-Methoxy-4-methyl-phenylamine, (6-Trifluoromethyl-pyridin-3-yl)-acetonitrile & (4-Fluoro-phenyl)-oxo-acetic acid were successively coupled then reduced to give after chiral chromatography (+ve rotation) the target compound. MS(m/e): 463.1 [M+H]+.

Aufarbeitung

  1. customto give after chiral chromatography (+ve rotation) the target compound

Quellen und Nachweise

ORD-Eintrag
ord-a9fee316c56f44909681482eb49d0295
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08133909B2

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