Methyl iodide → 1-(4-chlorobenzyl)-4-(2-methoxyethyl)-5-(4-methoxyphenyl)pyridin-2(1H)-one

HRID 1948270Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1948270
[Cl:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[C:10]([CH2:21][CH2:22][OH:23])=[CH:9][C:8]2=[O:24])=[CH:4][CH:3]=1.I[CH3:28]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[CH:10]([CH2:21][CH2:22][O:23][CH3:28])[CH2:9][C:8]2=[O:24])=[CH:25][CH:26]=1.[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[C:10]([CH2:21][CH2:22][O:23][CH3:28])=[CH:9][C:8]2=[O:24])=[CH:25][CH:26]=1

Komponenten

4

Edukt 2

HCID 6328Methyl iodideHCID 693503681-(4-chlorobenzyl)-4-(2-hydroxyethyl)-5-(4-methoxyphenyl)pyridin-2(1H)-one

Produkt 2

HCID 589669471-(4-chlorobenzyl)-4-(2-methoxyethyl)-5-(4-methoxyphenyl)pyridin-2(1H)-oneAusbeute 171,4 %HCID 694427411-(4-Chlorobenzyl)-4-(2-methoxyethyl)-5-(4-methoxyphenyl)pyridin-2(4H)-one

Versuchsvorschrift

According to Scheme 30 Step 4: The title compound was prepared from 1-(4-chlorobenzyl)-4-(2-hydroxyethyl)-5-(4-methoxyphenyl)pyridin-2(1H)-one (1 eq, 0.14 mmol, 50 mg) and iodomethane (3 eq, 0.41 mmol, 58 mg) according to the procedure described for Example 34 Step 3. The product was further purified by flash chromatography over silica gel (AIT Flashsmart prepacked column 5 g SiO2) using Et2O/pentane 90/10 to afford 1-(4-chlorobenzyl)-4-(2-methoxyethyl)-5-(4-methoxyphenyl)pyridin-2(1H)-one (0.12 mmol, 47 mg, 91%) as a colorless oil.

Aufarbeitung

  1. customThe product was further purified by flash chromatography over silica gel (AIT Flashsmart prepacked column 5 g SiO2)

Quellen und Nachweise

ORD-Eintrag
ord-bd47c347013a405faf28101f1efaebf5
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399493B2

Notizen zur Reaktion

Wird geladen…