HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 49853917, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | HCID 49853914 | HCID 49853914 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 49853917 | HCID 49853917 | 30% |
Reaction Steps
To a solution of N-(3-{4-[3-(2-hydroxy-acetyl)-3-aza-bicyclo[3.1.0]hex-1-yl]-phenyl}-2-oxo-oxazolidin-5(S)-ylmethyl)-acetamide (Example X) (200 mg, 0.54 mmol) in THF (5 mL) were added triethylamine (0.19 mL, 1.35 mmol) and ethyl chloroformate (0.07 mL, 0.7 mmol) at 0° C. and progress of the reaction was monitored by TLC. On completion, the reaction mixture was diluted with water (10 mL) and extracted with DCM (2×20 mL). The organic layer was washed with brine (10 mL), dried over anhydrous sodium sulphate and concentrated in vacuo. The residue was purified by column chromatography (silica gel, 0.3:9.7 MeOH:CHCl3) to provide the title compound (72 mg, 30%) as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906913B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-dec169e3ff5c4b489914051b967fc662 |
| Source note | uspto-grants-2014_12 |