5-Amino-2-methylpyridine → (S)-2-(4-Fluoro-phenyl)-2-hydroxy-N-(6-methyl-pyridin-3-yl)-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide

HRID 1094402

Reaktionsgleichung

Reaktionsgleichung von HRID 1094402
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=1.[F:9][C:10]([F:21])([F:20])[C:11]1[N:16]=[CH:15][C:14]([CH2:17][C:18]#N)=[CH:13][CH:12]=1.[F:22][C:23]1[CH:28]=[CH:27][C:26]([C:29](=[O:33])[C:30](O)=[O:31])=[CH:25][CH:24]=1>>[F:22][C:23]1[CH:24]=[CH:25][C:26]([C@H:29]([OH:33])[C:30]([N:8]([C:5]2[CH:6]=[N:7][C:2]([CH3:1])=[CH:3][CH:4]=2)[CH2:18][CH2:17][C:14]2[CH:15]=[N:16][C:11]([C:10]([F:21])([F:20])[F:9])=[CH:12][CH:13]=2)=[O:31])=[CH:27][CH:28]=1

Komponenten

4

Edukt 3

HCID 2433135-Amino-2-methylpyridineHCID 5794402-(4-Fluorophenyl)-2-oxoacetic AcidHCID 508511273-Pyridineacetonitrile, 6-(trifluoromethyl)-

Produkt 1

HCID 58007552(S)-2-(4-Fluoro-phenyl)-2-hydroxy-N-(6-methyl-pyridin-3-yl)-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide

Versuchsvorschrift

In analogy to example 47, steps 2, 3 & 4, 6-Methyl-pyridin-3-ylamine, (6-Trifluoromethyl-pyridin-3-yl)-acetonitrile & (4-Fluoro-phenyl)-oxo-acetic acid were successively coupled and reduced to give after separation by chromatography on a chiral column (+ve rotation) the target compound. MS(m/e): 434.1 [M+H]+.

Aufarbeitung

  1. customto give
  2. customafter separation by chromatography on a chiral column (+ve rotation) the target compound

Quellen und Nachweise

ORD-Eintrag
ord-9b4a7c427a3346b986d99cfd938fc439
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08133909B2

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