HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Ethyl 4-(5-(4-(4-methoxybenzyloxy)-2-(pyridin-2-yl)pyrimidin-5-yl)isoxazol-3-yl)phenyl(methyl)phosphinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Ethynyl-4-(4-methoxybenzyloxy)-2-(pyridin-2-yl)pyrimidine | HCID 89462791 | — |
| Reactant | (1Z)-4-[ethoxy(methyl)phosphoryl]-N-hydroxybenzenecarboximidoyl chloride | HCID 89470837 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 4-(5-(4-(4-methoxybenzyloxy)-2-(pyridin-2-yl)pyrimidin-5-yl)isoxazol-3-yl)phenyl(methyl)phosphinate | HCID 89462877 | 55.3% |
Reaction Steps
A mixture of compound 38-e (750 mg, 2.8 mmol), compound 37-j (820 mg, 2.6 mmol) and triethylamine (780 mg, 7.8 mmol) in THF (20 mL) was stirred at room temperature for 12 h. The resulting mixture was concentrated under reduce pressure, purified by column chromatography on silica gel (DCM:MeOH=30:1) to give compound 38-f (780 mg). LC-MS 543 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079930B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-8f8afb4fc5d14e648ba032f0f43b34bc |
| Source note | uspto-grants-2015_07 |