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Tert-butyl 4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate → 3-Phenoxy-N-(3-(piperidin-4-yl)-1,2,4-thiadiazol-5-yl)-5-(pyridin-2-ylthio)pyridin-2-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Tert-butyl 4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate | HCID 57742666 | — |
| 溶媒 | Hydrochloric Acid | HCID 313 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 溶媒 | Dichloromethane methanol | HCID 21226129 | — |
| 生成物 | 3-Phenoxy-N-(3-(piperidin-4-yl)-1,2,4-thiadiazol-5-yl)-5-(pyridin-2-ylthio)pyridin-2-amine | HCID 57742792 | 98.3% |
反応手順
Tert-butyl 4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate (0.587 g, 1.04 mmol) was dissolved in 1:1 CH2Cl2/methanol and 4N HCl in dioxane was added and stirred at ambient temperature for 1 hour. The reaction was concentrated and dried in vacuum oven. The HCl salt was partitioned between 5% MeOH in CH2Cl2 and saturated aqueous sodium bicarbonate. The organic layer was separated, dried over sodium sulfate, filtered and concentrated to give N-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-yl)-3-(piperidin-4-yl)-1,2,4-thiadiazol-5-amine (0.473 g, 98.0% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08362037B2 |
| 出典データセット | uspto-grants-2013_01 |
| ORD ID | ord-9fbc988b34b9462bbaf7cce86eced764 |
| 出典メモ | uspto-grants-2013_01 |