2-Amino-1-methylcyclopentanol hydrochloride → 2-Chloro-4-{[(1r,2r)-2-Hydroxy-2-Methylcyclopentyl]amino}-3-Methylbenzonitrile

HRID 245069

Reaktionsgleichung

Reaktionsgleichung von HRID 245069
Cl.[NH2:2][CH:3]1[CH2:7][CH2:6][CH2:5][C:4]1([CH3:9])[OH:8].[Cl:10][C:11]1[C:18]([CH3:19])=[C:17](F)[CH:16]=[CH:15][C:12]=1[C:13]#[N:14]>>[Cl:10][C:11]1[C:18]([CH3:19])=[C:17]([NH:2][CH:3]2[CH2:7][CH2:6][CH2:5][C:4]2([OH:8])[CH3:9])[CH:16]=[CH:15][C:12]=1[C:13]#[N:14].[Cl:10][C:11]1[C:18]([CH3:19])=[C:17]([NH:2][C@@H:3]2[CH2:7][CH2:6][CH2:5][C@:4]2([OH:8])[CH3:9])[CH:16]=[CH:15][C:12]=1[C:13]#[N:14]

Komponenten

4

Edukt 2

HCID 198184232-Amino-1-methylcyclopentanol hydrochlorideHCID 445509712-Chloro-4-fluoro-3-methylbenzonitrile

Produkt 2

HCID 715433932-Chloro-4-{[(1r,2r)-2-Hydroxy-2-Methylcyclopentyl]amino}-3-MethylbenzonitrileHCID 781053642-Chloro-4-[[2-hydroxy-2-methyl-cyclopentyl]amino]-3-methyl-benzonitrile

Versuchsvorschrift

2-Chloro-4-[[2-hydroxy-2-methyl-cyclopentyl]amino]-3-methyl-benzonitrile is prepared essentially as described in Example 1 using 2-amino-1-methyl-cyclopentanol, hydrochloride and 2-chloro-4-fluoro-3-methyl-benzonitrile. The crude material was purified using silica gel chromatography (25-55% EtOAc/hexane) to obtain Diastereomer 1 (0.54 g) and Diastereomer 2 (1.56 g). Diastereomer 2 is assigned trans configuration based on co-crystal with AR.

Aufarbeitung

  1. customThe crude material was purified

Quellen und Nachweise

ORD-Eintrag
ord-5df85959ada949869ff13aace4cd962f
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658693B2

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