化工社化工社 化学情報印刷レポート · 研究参考用
Dichloromethane → 7-(6-Chloropyridin-3-yl)-N-(5-(3,4-difluorobenzylcarbamoyl)-2-fluorophenyl)imidazo[1,2-a]pyridine-3-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 2-Chloropyridine-5-boronic acid | HCID 3845034 | — |
| 反応物 | 7-bromo-N-(5-(3,4-difluorobenzylcarbamoyl)-2-fluorophenyl)imidazo[1,2-a]pyridine-3-carboxamide | HCID 71283181 | — |
| 触媒 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 生成物 | 7-(6-Chloropyridin-3-yl)-N-(5-(3,4-difluorobenzylcarbamoyl)-2-fluorophenyl)imidazo[1,2-a]pyridine-3-carboxamide | HCID 86695675 | — |
反応手順
A mixture comprising 7-bromo-N-(5-(3,4-difluorobenzylcarbamoyl)-2-fluorophenyl)imidazo[1,2-a]pyridine-3-carboxamide (Intermediate 3A) 100 mg, 0.199 mmol), 6-chloropyridin-3-ylboronic acid (31.3 mg, 0.199 mmol) and cesium carbonate (259 mg, 0.795 mmol) in DME (631 μL)/water (31.5 μL) was purged with nitrogen and treated with PdCl2(dppf).CH2Cl2 adduct (8.11 mg, 9.93 μmol) The resulting mixture was heated using microwave radiation at 100° C. for 15 mins. The water was removed by pipette and the reaction mixture was diluted with MeOH. Purification of the mixture by chromatography on silica eluting with 0-20% 2M NH3 in MeOH/DCM afforded the title compound;
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08883819B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-ae27f1868b2a41f6aa992461d0867954 |
| 出典メモ | uspto-grants-2014_11 |