化工社化工社 化学情報印刷レポート · 研究参考用
Cesium carbonate → Tert-butyl 3,3-difluoro-5-((7-(4-morpholinophenyl)pyrido[4,3-b]pyrazin-5-ylamino)methyl)piperidine-1-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | Tricyclohexylphosphine | HCID 75806 | — |
| 反応物 | (4-(Morpholin-4-yl)phenyl)boronic acid | HCID 2795359 | — |
| 反応物 | Tert-butyl 5-((7-chloropyrido[4,3-b]pyrazin-5-ylamino)methyl)-3,3-difluoropiperidine-1-carboxylate | HCID 86717382 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 溶媒 | Water 1,2-dimethoxyethane | HCID 18180031 | — |
| 生成物 | Tert-butyl 3,3-difluoro-5-((7-(4-morpholinophenyl)pyrido[4,3-b]pyrazin-5-ylamino)methyl)piperidine-1-carboxylate | HCID 71113804 | — |
反応条件
| 温度 | 160 °C |
|---|
反応手順
A mixture of tert-butyl 5-((7-chloropyrido[4,3-b]pyrazin-5-ylamino)methyl)-3,3-difluoropiperidine-1-carboxylate (206 mg, 0.5 mmol), 4-morpholinophenylboronic acid (207 mg, 1.0 mmol), tri(cyclohexyl)phosphine (56 mg, 0.2 mmol), Pd2(dba)3 (91 mg, 0.1 mmol) and Cs2CO3 (325 mg, 2.0 mmol) in dimethoxyethane/H2O was sealed in a microwave reaction tube and stirred at 160° C. for 80 minutes in a microwave reactor. The mixture was cooled to room temperature, concentrated under reduced pressure, and the residue was purified by chromatography to give the title compound. MS (m/z): 541 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09434726B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-748e2ead300e489bbc91e6741afdf325 |
| 出典メモ | uspto-grants-2016_09 |