HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 68568581, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-2-fluorophenol | HCID 2724981 | — |
| Reactant | Isopropyl 4-[(6-chloro-5-methoxypyrimidin-4-yl)oxy]piperidine-1-carboxylate | HCID 51050526 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 68568581 | HCID 68568581 | 35% |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
A mixture of 4-(6-chloro-5-methoxy-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester (2.19 g, 6.7 mmol), potassium carbonate (1.84 g, 13.3 mmol), and 4-bromo-2-fluorophenol (1.65 g, 8.65 mmol) in 32 ml DMA was heated at 160° C. for 5 hours. The mixture was extracted with AcOEt and brine. Organic phase was dried over MgSO4, filtered and concentrated. The residue was purified by HPLC to give 4-[6-(4-bromo-2-fluoro-phenoxy)-5-methoxy-pyrimidin-4-yloxy]-piperidine-1-carboxylic acid isopropyl ester as an oil (1.12 g, 35%). Exact mass calculated for C20H23BrFN3O5 483.08. found 484.4 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362248B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-8ba98f2c408e4081828da5c158e17ed9 |
| Source note | uspto-grants-2013_01 |