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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274477Generated: October 26, 2026

4-Cyanopyridine → 2-phenyl-5-(2-(pyridin-4-yl)-1H-imidazol-5-yl)pyrimidine

https://huagongshe.com/reaction/2274477

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-CyanopyridineHCID 7506—
Reactant3-Fluorophenylboronic acidHCID 2733986—
Reactant1-benzyl-2-phenyl-1H-imidazoleHCID 3015939—
Reactant4-(1-benzyl-1H-imidazol-2-yl)pyridineHCID 68411462—
SolventDichloromethane methanolHCID 21226129—
Product2-phenyl-5-(2-(pyridin-4-yl)-1H-imidazol-5-yl)pyrimidineHCID 45137562—

Reaction Steps

The title compound was prepared by the method described in Example 1, except that 4-(1-benzyl-1H-imidazol-2-yl)pyridine (prepared according to Example 8, Step A, except that commercially available 4-cyanopyridine was used instead of 3-fluorobenzonitrile) was used in place of the 1-benzyl-2-phenyl-1H-imidazole in Step C; Rf 0.26 with 95:5 v/v dichloromethane-methanol; melting point 300° C.; 1H-NMR (400 MHz; DMSO-d6) δ 9.40 (s, 2H), 8.73 (d, 2H), 8.50-8.45 (m, 2H), 8.25 (bs, 1H), 8.00 (d, 2H), 7.62-7.55 (m, 4H); MS (ESI+) m/z 300.0 (M+1); H-PGDS FPBA IC50: 0.125 μM; H-PGDS inhibitor EIA IC50: 0.075 μM.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126973B2
Source datasetuspto-grants-2015_09
ORD IDord-9d965e48de544bab9f400818ce24a439
Source noteuspto-grants-2015_09