HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 66955906, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Bromomethyl methyl ether | HCID 83093 | — |
| Reactant | HCID 66956119 | HCID 66956119 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66955906 | HCID 66955906 | 49% |
Reaction Steps
Methyl 2-(4-(3-hydroxyphenyl)-6-methyl-2-phenylpyrimidin-5-yl)acetate (150 mg; 0.449 mmol), bromo(methoxy)methane (73.3 μL; 0.897 mmol) and N,N-Diisopropylethylamine (116 μL; 0.673 mmol) were added to a flask at room temperature, dissolved in tetrahydrofuran (449 μL) and heated to reflux for 1 h. The reaction mixture was cooled to room temperature. The salts were removed by filtration and the filtrate was washed with water, brine, dried over magnesium sulphate and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel using a linear gradient of ethylacetate (10-80%) in heptane to give 86 mg (49%) of the title compound as a colorless oil. ESI/APCI(+): 378 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906906B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-0f654cb86ddf48fca0c9178123fbebbf |
| Source note | uspto-grants-2014_12 |