関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Ethanol | HCID 702 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 1-Cyclohexenylboronic acid | HCID 3862902 | — |
| 反応物 | tert-Butyl 4-(4-amino-3-bromophenyl)-piperidine-1-carboxylate | HCID 56834849 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 4-(4-Amino-3-cyclohex-1-enyl-phenyl)-piperidine-1-carboxylic acid tert-butyl ester | HCID 56834850 | 85% |
反応手順
A flask was charged with 4-(4-amino-3-bromo-phenyl)-piperidine-1-carboxylic acid tert-butyl ester (0.13 g, 0.36 mmol) (as prepared in the previous step), cyclohex-1-enyl boronic acid (0.060 g, 0.48 mmol), Pd(PPh3)4 (0.04 g, 10 mol %), aqueous 2M Na2CO3 (1.5 mL), ethanol (1.5 mL), and toluene (3 mL), and heated at 80° C. for 3 h. The reaction was diluted EtOAc (10 mL), washed with NaHCO3 (2×10 mL) and brine (10 mL), and the organic layer was dried over Na2SO4 and then concentrated. The title compound was eluted from a 20-g SPE cartridge (silica) with 30% EtOAc/hexane to give 0.10 g (85%) of the title compound as a yellow oil. Mass spectrum (ESI, m/z): Calcd. for C22H32N2O2, 357.2 (M+H). found 357.1.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08933091B2 |
|---|
| 出典データセット | uspto-grants-2015_01 |
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| ORD ID | ord-6ca8202238d140beaf9aa07bd9fe362d |
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| 出典メモ | uspto-grants-2015_01 |
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