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4-Cyanopyridine → 2-phenyl-5-(2-(pyridin-4-yl)-1H-imidazol-5-yl)pyrimidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Cyanopyridine | HCID 7506 | — |
| 反応物 | 3-Fluorophenylboronic acid | HCID 2733986 | — |
| 反応物 | 1-benzyl-2-phenyl-1H-imidazole | HCID 3015939 | — |
| 反応物 | 4-(1-benzyl-1H-imidazol-2-yl)pyridine | HCID 68411462 | — |
| 溶媒 | Dichloromethane methanol | HCID 21226129 | — |
| 生成物 | 2-phenyl-5-(2-(pyridin-4-yl)-1H-imidazol-5-yl)pyrimidine | HCID 45137562 | — |
反応手順
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.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08536185B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-e45afdb3171f4f8893d56f5e71307c2c |
| 出典メモ | uspto-grants-2013_09 |