化工社化工社化学信息打印报告 · 仅供科研参考
4,5-双二苯基膦-9,9-二甲基氧杂蒽 → {4-[2-(2-Fluoro-5-trifluoromethyl-phenyl)-[1,8]naphthyridin-4-ylamino]-pyridin-3-yl}-methanol
参与物
| 角色 | 名称 | HCID | 投料 |
|---|---|---|---|
| 反应物 | 4,5-双二苯基膦-9,9-二甲基氧杂蒽 | HCID 636044 | — |
| 反应物 | 4-氨基哌啶-3-甲醇 | HCID 10796739 | — |
| 反应物 | 4-Chloro-2-(2-fluoro-5-trifluoromethyl-phenyl)-[1,8]naphthyridine | HCID 53344725 | — |
| 催化剂 | 三(二亚苄基丙酮)二钯 | HCID 9811564 | — |
| 溶剂 | 1,4-二氧六环 | HCID 31275 | — |
| 产物 | {4-[2-(2-Fluoro-5-trifluoromethyl-phenyl)-[1,8]naphthyridin-4-ylamino]-pyridin-3-yl}-methanol | HCID 53372195 | 31% |
反应步骤
150 mg 4-chloro-2-(2-fluoro-5-trifluoromethyl-phenyl)-[1,8]naphthyridine and 57 mg 4-amino-3-hydroxymethylpyridine in 6 ml dioxane containing 299 mg Cs2CO3, 8 mg Pd2 (dba)3 and 10 mg xantphos were incubated under argon gas at 90° C. for 18 hrs. After evaporation to dryness the crude sample was flashed on SiO2 with a MeOH gradient in DCM. A pooled fraction was evaporated to give 59 mg product {4-[2-(2-fluoro-5-trifluoromethyl-phenyl)-[1,8]naphthyridin-4-ylamino]-pyridin-3-yl}-methanol with Rt˜1.48 min and correct mass found M+H˜415.
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 专利号 | US08815893B2 |
| 来源数据集 | uspto-grants-2014_08 |
| ORD ID | ord-c358abf462c0423dacadf29d80fb090b |
| 来源说明 | uspto-grants-2014_08 |