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3-Amino-4-[N-(4-cyanophenyl)amino]pyridine → 4-(2-Methyl-1H-imidazo[4,5-c]pyridin-1-yl)benzonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Amino-4-[N-(4-cyanophenyl)amino]pyridine | HCID 10536420 | — |
| 反応物 | Triethylorthoaceate | HCID 21875354 | — |
| 溶媒 | Acetic Anhydride | HCID 7918 | — |
| 生成物 | 4-(2-Methyl-1H-imidazo[4,5-c]pyridin-1-yl)benzonitrile | HCID 10681187 | — |
反応手順
A mixture of 3-amino-4-(4'-cyanophenyl)aminopyridine (9.31 g, 44.3 mmol), triethyl-orthoacetate (40 ml) and acetic anhydride (30 ml) was heated at reflux for 2 hours under nitrogen, cooled, then concentrated under reduced pressure. The brown residue was dissolved in 1M hydrochloric acid and washed with ethyl acetate (200 ml). The aqueous layer was rendered basic with saturated aqueous ammonia and extracted with dichloromethane (3×200 ml). The combined extracts were washed with water, dried (MgSO4) and concentrated to give 1-(4-cyanophenyl)-2-methylimidazo[4,5-c]pyridine, 6.5 g, as a brown solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05248681 |
| 出典データセット | uspto-grants-1993_09 |
| ORD ID | ord-1881b69a76034b96a687673d2018cfa2 |
| 出典メモ | uspto-grants-1993_09 |