HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine-2-carbonitrile → 2-phenyl-5-(2-(pyridin-2-yl)-1H-imidazol-5-yl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine-2-carbonitrile | HCID 7522 | — |
| Reactant | 3-Fluorophenylboronic acid | HCID 2733986 | — |
| Reactant | 1-benzyl-2-phenyl-1H-imidazole | HCID 3015939 | — |
| Reactant | 2-(1-benzyl-1H-imidazol-2-yl)pyridine | HCID 68411001 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 2-phenyl-5-(2-(pyridin-2-yl)-1H-imidazol-5-yl)pyrimidine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126973B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-7b9a18d126124bbb956c804862e52ecb |
| Source note | uspto-grants-2015_09 |