HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[4-(2-Furyl)-5-(tetrahydropyran-4-ylcarbonyl)thiazol-2-yl]-2-(4-methoxypiperidino)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methoxypiperidine hydrochloride | HCID 11542813 | — |
| Reactant | 2-Bromo-N-[4-(2-furyl)-5-(tetrahydropyran-4-ylcarbonyl)thiazol-2-yl]acetamide | HCID 23144505 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[4-(2-Furyl)-5-(tetrahydropyran-4-ylcarbonyl)thiazol-2-yl]-2-(4-methoxypiperidino)acetamide | HCID 23144194 | 74% |
Reaction Steps
Compound 531 (120 mg, 0.300 mmol) and 4-methoxypiperidine hydrochloride (139 mg, 0.900 mmol) were suspended in THF (4 mL), and triethylamine (0.140 mL, 0.990 mmol) was added dropwise thereto, followed by stirring at room temperature for 1.5 hours. The reaction mixture was concentrated under reduced pressure, and the resulting residue was purified through silica gel column chromatography (chloroform:methanol=49:1), followed by reslurrying with a mixed solvent of diisopropyl ether and diethyl ether to afford the entitled Compound 545 (96.0 mg, 74%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889718B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-eac29e347ac14345bba54d03b9f1141d |
| Source note | uspto-grants-2014_11 |