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HRID 2264351作成日：2026年10月25日
2,9-Dimethyl-1,10-phenanthroline → 4-(6-Amino-pyridin-3-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/2264351
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 2,9-Dimethyl-1,10-phenanthroline | HCID 65237 | — |
| 反応物 | 2-Pyridinamine, 5-iodo- | HCID 88579 | — |
| 反応物 | Magnesium | HCID 5462224 | — |
| 反応物 | tert-Butyl 4-sulfanylpiperidine-1-carboxylate | HCID 21906090 | — |
| 反応物 | Sodium t-butoxide | HCID 23676156 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 4-(6-Amino-pyridin-3-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester | HCID 67427320 | 81.4% |
反応手順
Add dry toluene (6.06 mL) to a mixture of 2,9-dimethyl-1,10-phenanthroline (76.52 mg), copper(I) iodide (69.27 mg), sodium tert-butoxide (475.59 mg), 4-mercapto-piperidine-1-carboxylic acid tert-butyl ester (583.5 mg), magnesium (49.10 mg) and 2-amino-5-iodopyridine (550 mg). Bubble nitrogen into the mixture with ultrasound and stir the suspension at 110° C. in a sealed tube for 24 h. Cool and filter through celite. Wash with toluene and remove the solvent under vacuum. Add hexane/EA (1/1) and filter through a celite/silica gel pad, washing twice with hexane/EA (1/1) and then EA. Remove the solvent under vacuum. Purify by silica gel column chromatography eluting with hexane/EA (50-75%) to afford 630 mg of the title compound. MS (ES+): m/z=310 (M+H)+
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07855211B2 |
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| 出典データセット | uspto-grants-2010_12 |
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| ORD ID | ord-bee74f59518041d09dfddf5b94f00686 |
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| 出典メモ | uspto-grants-2010_12 |
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