HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → (R)-3-[2-fluoro-4-(piperazine-1-carbonyl)phenyl]-4-methoxymethyloxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Reactant | (R)-4-[3-fluoro-4-(4-methoxymethyl-2-oxooxazolidin-3-yl)benzoyl]piperazine-1-carboxylic acid tert-butyl ester | HCID 54755121 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (R)-3-[2-fluoro-4-(piperazine-1-carbonyl)phenyl]-4-methoxymethyloxazolidin-2-one | HCID 58484520 | 99.9% |
Reaction Steps
(R)-4-[3-Fluoro-4-(4-methoxymethyl-2-oxooxazolidin-3-yl)benzoyl]piperazine-1-carboxylic acid tert-butyl ester (506 mg) described in Preparation Example 93 was dissolved in ethyl acetate (5 mL), 4N hydrogen chloride/ethyl acetate (5 mL) was added and the mixture was stirred at room temperature. Under ice-cooling, the reaction mixture was neutralized with ethyl acetate and saturated aqueous sodium hydrogen carbonate solution, and extracted once with ethyl acetate and the aqueous layer was extracted with twice with chloroform. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure to give the title compound (390 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354401B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-51b2e81de1a74df5b02afdb6d60c1568 |
| Source note | uspto-grants-2013_01 |