HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 117667179, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Oxazolidinone, 3-(2-hydroxyethyl)- | HCID 76887 | — |
| Reactant | Di-tert-butyl azodicarboxylate | HCID 97268 | — |
| Reactant | 1,1-Dimethylethyl 3,4-dihydro-6-(5-hydroxy-3-pyridinyl)-1,8-naphthyridine-1(2H)-carboxylate | HCID 117667242 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117667179 | HCID 117667179 | — |
Reaction Steps
6-(5-Hydroxy-pyridin-3-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester (100 mg, 0.305 mmol) is dissolved in 2 mL DMF and added to 3-(2-hydroxy-ethyl)-oxazolidin-2-one (48 mg, 0.37 mmol). Triphenylphosphine (192 mg, 0.733 mmol) in 1 mL DMF is added followed by di-t-butyl azodicarboxylate (168 mg, 0.733 mmol) in 1 mL DMF. The solution is shaken at room temperature for 16 hrs. The reaction mixture is evaporated to dryness to afford the crude product. Purification by HPLC chromatography affords 6-{5-[2-(2-oxo-oxazolidin-3-yl)-ethoxy]-pyridin-3-yl}-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-1ab4f44e43c64016839f9df383c52804 |
| Source note | uspto-grants-2015_11 |