化工社化工社 化学情報印刷レポート · 研究参考用
Diisopropylethylamine → Methyl 5-(3-fluorobenzyl)picolinate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 3-Fluorophenylboronic acid | HCID 2733986 | — |
| 反応物 | Methyl 5-(bromomethyl)pyridine-2-carboxylate | HCID 19699469 | — |
| 触媒 | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 生成物 | Methyl 5-(3-fluorobenzyl)picolinate | HCID 67974406 | 264.2% |
反応手順
A mixture of 3-fluorophenylboronic acid (0.319 g; 2.28 mmol), methyl 5-(bromomethyl)picolinate (0.350 g; 0.230 mmol), tetrakis-(triphenylphosphine)-palladium(0) (0.175; 0.152 mmol) and N,N diisopropylethylamine (0.524 g; 3.04 mmol) in dimethoxyethane (9 mL) and water (3 mL) was irradiated in a microwave oven at 130° C. for 20 minutes. The resulting solution was partitioned between water and ethyl acetate. The organic layer was separated and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel (eluent 1 to 10% ethyl acetate in dichlomethane) to afford 0.149 g (40%) of the title compound as a yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09266832B2 |
| 出典データセット | uspto-grants-2016_02 |
| ORD ID | ord-194953a6edf845e894921923b3018298 |
| 出典メモ | uspto-grants-2016_02 |