HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl formate → (5R)-3-(4-(1-Formyl-1,2,5,6-tetrahydropyridin-4-yl)-3-fluorophenyl)-5-(1,2,3-triazol-1-ylmethyl)oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl formate | HCID 8025 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (5R)-3-(4-(1,2,5,6-Tetrahydropyridin-4-yl)-3-fluorophenyl)-5-(1,2,3-triazol-1-ylmethyl)-oxazolidin-2-one hydrochloride | HCID 69364214 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (5R)-3-(4-(1-Formyl-1,2,5,6-tetrahydropyridin-4-yl)-3-fluorophenyl)-5-(1,2,3-triazol-1-ylmethyl)oxazolidin-2-one | HCID 86590240 | — |
Reaction Steps
(5R)-3-(4-(1,2,5,6-Tetrahydropyridin-4-yl)-3-fluorophenyl)-5-(1,2,3-triazol-1-ylmethyl)-oxazolidin-2-one hydrochloride (450 mg, 1.19 mM) and triethylamine (156 mg, 1.56 mM) were heated under reflux for 48 hours in ethyl formate (20 ml). The reaction mixture was diluted with ethyl acetate (30 ml) and washed with water and brine. Drying (sodium sulfate) and evaporation gave a gum which crystallised on trituration with diethyl ether to give the desired product (358 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07141583B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-9ab91006b9384de69457f3d7812b563e |
| Source note | uspto-grants-2006_11 |