HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 69457249, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | HCID 69458120 | HCID 69458120 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69457249 | HCID 69457249 | 104.9% |
Reaction Steps
To a solution of (5R)-3-((1R)-2-(7-amino-1H-indol-3-yl)-1-methylethyl)-5-(3-chlorophenyl)-1,3-oxazolidin-2-one (28.4 mg, 0.0768 mmol) in tetrahydrofuran (1 mL) are added triethylamine (13.5 μL, 0.0969 mmol) and propionyl chloride (8 μL, 0.0921 mmol) under nitrogen atmosphere, and the mixture is stirred at room temperature for 1 hour. The reaction solution is poured into water, and the mixture is extracted with ethyl acetate. The organic layer is washed with a saturated brine, and dried over anhydrous sodium sulfate. The solvent is evaporated, and the obtained crude product is purified by preparative thin layer chromatography (n-hexane:ethyl acetate=1:1) to give the title compound (34.3 mg, yield: 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07217724B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-44397f83b9104faebe59addc51aa42b9 |
| Source note | uspto-grants-2007_05 |