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Sodium hydride → 3-[2-(Pyridin-2-ylamino)thiazol-5-ylmethylsulfanyl]benzoic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Benzoic acid, 3-mercapto- | HCID 95737 | — |
| 反応物 | Potassium bisulfate | HCID 516920 | — |
| 反応物 | (5-Chloromethylthiazol-2-yl)pyridin-2-ylamine hydrochloride | HCID 86591883 | — |
| 生成物 | 3-[2-(Pyridin-2-ylamino)thiazol-5-ylmethylsulfanyl]benzoic acid | HCID 22019055 | — |
反応手順
A mixture of 3-mercaptobenzoic acid (308 mg, 2 mmol) and sodium hydride (60% in oil, 160 mg, 4 mmol) was stirred at RT under argon for 10 min and then cooled to 0° C. and (5-chloromethyl-thiazol-2-yl)pyridin-2-yl-amine hydrochloride salt (262 mg, 1 mmol) was added. The resulting reaction mixture was stirred at 0° C. for 1 h and acidified with 1N potassium hydrogen sulfate solution to pH=4. The mixture was filtered and the collected solid was washed with water and dried in vacuo to provide compound 11A, 3-[2-(pyridin-2-ylamino)thiazol-5-ylmethylsulfanyl]benzoic acid, which was used directly for the next step.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07084160B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-291beb463c0d4332921ff3a2d84bcb76 |
| 出典メモ | uspto-grants-2006_08 |