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3-(Chloromethyl)pyridine → 2-[[3-Methyl-1-(3-pyridinylmethyl)-1H-pyrazol-5-yl]amino]benzoic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-(Chloromethyl)pyridine | HCID 18358 | — |
| 反応物 | Pyridin-3-ylmethyl-hydrazine | HCID 12232495 | — |
| 反応物 | 2-(2-Oxo-propyl)-benzo[D][1,3]oxazin-4-one | HCID 15938097 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 2-[[3-Methyl-1-(3-pyridinylmethyl)-1H-pyrazol-5-yl]amino]benzoic acid | HCID 22320205 | 67% |
反応手順
A solution in ethanol (50 mL) of 2-(2-oxopropyl)-4H-3,1-benzoxazin-4-one (11.2 g, 55.1 mmol) and 3-hydrazinomethylpyridine (7.44 g, 60.4 mmol) which was prepared from 3-chloromethylpyridine following the method described in Reference Example 2-2, was heated under reflux for 1 hour. The solution was cooled to room temperature, and the resulting crude crystals were collected by filtration. The crystals were washed with ethanol and air dried to give the title compound (11.3 g, 67% yield). mp: 180-183° C. (recrystallized from ethanol).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06949648B2 |
| 出典データセット | uspto-grants-2005_09 |
| ORD ID | ord-cf44457fb6344e3fba6132667320dab9 |
| 出典メモ | uspto-grants-2005_09 |