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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42281Erstellt: 24. Oktober 2026

3-Cyanopyridine → 2-Phenyl-5-(2-(pyridin-3-yl)-1h-imidazol-5-yl)pyrimidine

https://huagongshe.com/de/reaction/42281

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-CyanopyridineHCID 79—
Edukt3-Fluorophenylboronic acidHCID 2733986—
Edukt3-(1-benzyl-1H-imidazol-2-yl)pyridineHCID 67361568—
LösungsmittelDichloromethane methanolHCID 21226129—
Produkt2-Phenyl-5-(2-(pyridin-3-yl)-1h-imidazol-5-yl)pyrimidineHCID 45137561—
Produkt3-(1-benzyl-1H-imidazol-2-yl)pyridineHCID 67361568—

Reaktionsschritte

The title compound was prepared by the method described in Example 1, except that 3-(1-benzyl-1H-imidazol-2-yl)pyridine was used instead of 1-benzyl-2-phenyl-1H-imidazole in Step C. 3-(1-Benzyl-1H-imidazol-2-yl)pyridine was prepared by the method described in Example 8, Steps A and B except the commercially available 3-cyanopyridine was used instead of 3-fluorobenzonitrile; Rf 0.25 with 95:5 v/v dichloromethane-methanol; melting point 308° C; 1H-NMR (400 MHz; DMSO-d6) δ 9.32 (s, 2H), 9.20 (d, 1H), 8.58 (dd, 1H), 8.44-8.31 (m, 3H), 8.12 (m, 1H), 7.57-7.46 (m, 4H); MS (ESI+) m/z 300.1 (M+1); H-PGDS FPBA IC50: 0.079 μM; H-PGDS inhibitor EIA IC50: 0.021 μM.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536185B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-4d2fcb8da0d046818c6484d02419b0b8
Quellennotizuspto-grants-2013_09