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Hydrochloric Acid → 6-chloro-5-methyl-N-phenylpyrimidin-4-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Aniline | HCID 6115 | — |
| 反応物 | 4,6-Dichloro-5-methylpyrimidine | HCID 818860 | — |
| 溶媒 | Isopropanol | HCID 3776 | — |
| 生成物 | 6-chloro-5-methyl-N-phenylpyrimidin-4-amine | HCID 63734908 | 85.1% |
反応手順
To a mixture of 4,6-dichloro-5-methylpyrimidine (2.27 g, 13.9 mmol) and aniline (1.0 g, 10.7 mmol) in isopropanol (15 mL) was added concentrated aqueous hydrochloric acid (1.5 mL) and heated to reflux for 2.5 h. The mixture was then concentrated and the residue triturated with ethyl acetate:isopropanol 4:1. The solid was collected by filtration and washed with additional ethyl acetate:isopropanol 4:1 then dried to give 6-chloro-5-methyl-N-phenylpyrimidin-4-amine (2.0 g, 67% yield). 1H NMR (400 MHz, d6-DMSO): 8.85 (s, 1H), 8.26 (s, 1H), 7.60 (d, 2H), 7.35 (tr, 2H), 7.11 (tr, 1H), 2.31 (s, 3H). MS (EI) for C11H10ClN3: 220 (MH+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08648066B2 |
| 出典データセット | uspto-grants-2014_02 |
| ORD ID | ord-22761ad4d6464744adf8f3738e887d43 |
| 出典メモ | uspto-grants-2014_02 |