Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 69459319 | HCID 69459319 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69456513 | HCID 69456513 | 247.8% |
Reaction Steps
To a solution of 3-{(2R)-2-[2-(3-chlorophenyl)-(2R)-2-hydroxy-ethylamino]propyl}-1H-indole-7-carboxylic acid diethylamide.hydrochloride (47 mg, 0.1 mmol) and triethylamine (139 μL, 1 mmol) in tetrahydrofuran (3 mL) is added triphosgene (12 mg, 0.04 mmol), and the mixture is stirred at room temperature for 4 hours. To the mixture is added a saturated aqueous sodium hydrogen carbonate solution, and the mixture is extracted with ethyl acetate. The organic layer is washed with a saturated brine, dried over sodium sulfate, and concentrated. The residue is purified by silica gel column chromatography (methanol/chloroform=1/50) to give 3-{(2R)-2-[(5R)-5-(3-chlorophenyl)-2-oxooxazolidin-3-yl]propyl}-1H-indole-7-carboxylic acid diethylamide (45 mg, yield: 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07217724B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-b5e3d13b0dbe4425a257a57b12491903 |
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| Source note | uspto-grants-2007_05 |
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