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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274473Generated: October 25, 2026

Pyridine-2-carbonitrile → 2-phenyl-5-(2-(pyridin-2-yl)-1H-imidazol-5-yl)pyrimidine

https://huagongshe.com/reaction/2274473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridine-2-carbonitrileHCID 7522—
Reactant3-Fluorophenylboronic acidHCID 2733986—
Reactant1-benzyl-2-phenyl-1H-imidazoleHCID 3015939—
Reactant2-(1-benzyl-1H-imidazol-2-yl)pyridineHCID 68411001—
SolventDichloromethane methanolHCID 21226129—
Product2-phenyl-5-(2-(pyridin-2-yl)-1H-imidazol-5-yl)pyrimidineHCID 59252399—

Reaction Steps

The title compound was prepared by the method described in Example 1, except that 2-(1-benzyl-1H-imidazol-2-yl)pyridine (prepared according to Example 8, Step A, except that commercially available 2-cyanopyridine was used instead of 3-fluorobenzonitrile) was used instead of 1-benzyl-2-phenyl-1H-imidazole in Step C; Rf 0.43 with 95:5 v/v dichloromethane-methanol; melting point 262° C.; 1H-NMR (400 MHz; DMSO-d6) δ 9.33 (s, 2H), 8.63 (d, 1H), 8.43-8.37 (m, 2H), 8.16 (d, 1H), 8.06 (d, 1H), 7.94 (dt, 1H), 7.54-7.49 (m, 3H), 7.43-7.39 (m, 1H); MS (ESI+) m/z 300.1 (M+1); H-PGDS FPBA IC50: 0.125 μM; H-PGDS inhibitor EIA IC50: 0.053 μM.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126973B2
Source datasetuspto-grants-2015_09
ORD IDord-7b9a18d126124bbb956c804862e52ecb
Source noteuspto-grants-2015_09