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Hydrochloric Acid → 3-(tert-Butyl)-1-(quinolin-6-yl)-1H-pyrazol-5-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Pentanenitrile, 4,4-dimethyl-3-oxo- | HCID 108871 | — |
| 反応物 | 6-Hydrazinylquinoline hydrochloride | HCID 53408688 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 3-(tert-Butyl)-1-(quinolin-6-yl)-1H-pyrazol-5-amine | HCID 58851763 | 51.3% |
反応手順
A mixture of 1-(quinolin-6-yl)hydrazine hydrochloride (4.0 g, 20.5 mmol) and 4,4-dimethyl-3-oxo-pentanenitrile (3.6 g, 30 mol) in EtOH (50 mL) and cone. HCl (5 mL) was heated at reflux overnight. After removal of the solvent, the residue was purified by column chromatography to yield 3-t-butyl-1-(quinolin-6-yl)-1H-pyrazol-5-amine (2.8 g, 51% yield). 1H NMR (300 MHz, DMSO-d6): δ 8.84 (d, J=4.2 Hz, 1H), 8.37 (d, J=7.5 Hz, 1H), 8.09 (s, 1H), 8.04 (s, 2H), 7.52 (m, 1H), 5.46 (s, 1H), 5.40 (brs, 2H), 1.29 (s, 9H). MS (ESI) m/z (M+H+): 267.2.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08188113B2 |
| 出典データセット | uspto-grants-2012_05 |
| ORD ID | ord-2b6aa2da08e04651885f16cb9bdb7fce |
| 出典メモ | uspto-grants-2012_05 |