HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(7-Oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-2-yloxy)butyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 7-(4-Hydroxybutoxy)-3,4-dihydro-1,8-naphthyridin-2(1H)-one | HCID 21073846 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(7-Oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-2-yloxy)butyl methanesulfonate | HCID 87084317 | 96.6% |
Reaction Steps
A mixture of intermediate 11 (140 mg, 0.593 mmol), Et3N (240 mg, 2.37 mmol) and methylsulfonyl chloride (102 mg, 0.89 mmol) was dissolved in DCM and the solution was stirred for 6 h at rt. The solution was then washed with water, brine, and dried over anhydrous Na2SO4. After filtration, the solvent was evaporated in vacuo to give 4-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-2-yloxy)butyl methanesulfonate (intermediate 12) (180 mg, 96%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156822B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-06e46d446cd4498aabe326cecd6e3edd |
| Source note | uspto-grants-2015_10 |