HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline → (S)-4-(6-(5-fluoro-2-(methylsulfonyl)phenyl)-2-(3-methylmorpholino)pyrimidin-4-yl)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | HCID 2734620 | — |
| Reactant | (S)-4-(6-(5-fluoropyridin-3-yl)-2-(methylthio)pyrimidin-4-yl)-3-methylmorpholine | HCID 67382782 | — |
| Reactant | (S)-4-(4-chloro-6-(5-fluoro-2-(methylsulfonyl)phenyl)pyrimidin-2-yl)-3-methylmorpholine | HCID 86691148 | — |
| Product | (S)-4-(6-(5-fluoro-2-(methylsulfonyl)phenyl)-2-(3-methylmorpholino)pyrimidin-4-yl)aniline | HCID 67382314 | 58% |
Reaction Steps
Method as described for intermediate 5 using (S)-4-(4-chloro-6-(5-fluoro-2-(methylsulfonyl)phenyl)pyrimidin-2-yl)-3-methylmorpholine (intermediate 16) (451 mg, 1.17 mmol) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (256 mg, 1.17 mmol). The mixture was purified using flash chromatography (30-100% EtOAc in petroleum ether 40-60) to afford the title compound (298 mg, 58%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249129B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-2bf03ae669c545088fc452884e520f1f |
| Source note | uspto-grants-2016_02 |