HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 11191059, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(6-Chloro-5-methyl-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester | HCID 11493357 | — |
| Reactant | HCID 67202888 | HCID 67202888 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 11191059 | HCID 11191059 | 118.2% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
Mixture of 4-(6-Chloro-5-methyl-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester (147 mg, 0.47 mmole), 2-fluoro-4-(2-isopropoxy-ethoxy)-phenol (0.47 mmole, 1 eq) and K2CO3 (0.75 mmole, 1.5 eq) in 2 mL DMSO was heated under microwave irradiation at 150° C. for 40 minutes. Mixture was purified by HPLC to give compound C184 as a yellow oil (273 mg, 96%). 1H NMR (DMSO-d6, 400 MHz) δ 1.23 (d, 6H), 1.27 (d, 6H), 1.79-1.86 (m, 2H), 1.97-2.04 (m, 1H), 2.20 (s, 3H), 3.43-3.50 (m, 2H), 3.73-3.79 (m, 3H), 3.82 (t, 2H), 4.09 (t, 2H), 4.95 (sep, 1H), 5.33-5.36 (m, 1H), 6.70-6.78 (m, 2H), 7.08 (t, 1H), 8.27 (s, 1H). Exact mass calculated for C25H34FN3O6 491.2, found 492.4 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546429B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-fafc3bd142074d858c886133e8f223d3 |
| Source note | uspto-grants-2013_10 |