化工社化工社 化学情報印刷レポート · 研究参考用
Triethylamine → 4-(5-Chlorofuro[2,3-c]pyridin-2-yl)piperidine-1-carboxylic acid tert-butyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | tert-Butyl 4-ethynylpiperidine-1-carboxylate | HCID 15550481 | — |
| 反応物 | 6-Chloro-4-iodopyridin-3-ol | HCID 53302038 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 触媒 | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 4-(5-Chlorofuro[2,3-c]pyridin-2-yl)piperidine-1-carboxylic acid tert-butyl ester | HCID 86674889 | — |
反応手順
Copper(I) iodide (25 mg) and bis-(triphenylphosphine)-palladium(II)-chloride (30 mg) are added to 6-chloro-4-iodo-pyridin-3-ol (200 mg) in N,N-dimethylformamide (3 mL) under Ar atmosphere at room temperature. Triethylamine (110 μL) is added and the resulting mixture is stirred at room temperature for 1 h. 4-Ethynyl-piperidine-1-carboxylic acid tert-butyl ester (175 mg) dissolved in N,N-dimethylformamide (2 mL) is added dropwise and the mixture is stirred at 55° C. for 3 h. The solvent is evaporated and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 70:30) to give the title compound. LC (method 2): tR=1.40 min; Mass spectrum (ESI+): m/z=337/339 (Cl) [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09012456B2 |
| 出典データセット | uspto-grants-2015_04 |
| ORD ID | ord-29e4a916bb2946cc940e75debc873a94 |
| 出典メモ | uspto-grants-2015_04 |