4-Chlorobenzyl alcohol → 2-(4-Chlorobenzyloxy)-4-(4-chloro-phenyl)-5-(2,4-dichlorophenyl)pyrimidine

HRID 750828Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 750828
CS[C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[C:6]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=2[Cl:23])=[CH:5][N:4]=1.[Cl:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][OH:30])=[CH:27][CH:26]=1>>[Cl:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][O:30][C:3]2[N:8]=[C:7]([C:9]3[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=3)[C:6]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=3[Cl:23])=[CH:5][N:4]=2)=[CH:27][CH:26]=1

Komponenten

3

Edukt 2

HCID 133974-Chlorobenzyl alcoholHCID 691989712-Methylthio-4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)pyrimidine

Produkt 1

HCID 597539602-(4-Chlorobenzyloxy)-4-(4-chloro-phenyl)-5-(2,4-dichlorophenyl)pyrimidine

Versuchsvorschrift

2-Methylthio-4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)pyrimidine from Reference Example 3 was reacted with 4-chlorobenzyl alcohol according to the procedure described in Example 59 to afford 2-(4-chlorobenzyloxy)-4-(4-chloro-phenyl)-5-(2,4-dichlorophenyl)pyrimidine (HRf): HPLC/MS: m/e=475 (M++1); Rt=5.01 min; 1H-NMR 400 MHz (CDCl3): 5.55 (s, 2H), 7.1 (d, J=9 Hz, 1H), 7.25-7.3 (m, 4H), 7.15-7.20 (m, 3H), 7.43 (m, 3H), 8.45 )s, 1H) and 2-(4-chlorobenzyloxy)-4-(4-chlorophenyl)5-(2-chloro-4-thiomethylphenyl)pyrimidine (LRf): HPLC/MS: m/e=487 (M++1); Rt=4.91 min; 1H-NMR 400 MHz (CDCl3): δ 2.52 (s, 3H), 5.55 (s, 2H), 7.15 (d, J=6 Hz, 2H), 7.25-7.30 (m, 3H), 7.55-7.40 (m, 4H), 7.45 (m, 2H), 8.42 (s, 1H).

Quellen und Nachweise

ORD-Eintrag
ord-226691fd83184feb9e92b741ed0210f9
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405221B2

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