HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178504841, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methanesulfinic acid sodium | HCID 16212824 | — |
| Reactant | HCID 178515407 | HCID 178515407 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 178504841 | HCID 178504841 | 37.6% |
Reaction Steps
A solution of 5-bromo-7-[5-(4-fluorobenzyl)-4H-1,2,4-triazol-3-yl]-1,6-naphthyridin-8-ol (9 mg, 0.02 mmol) and sodium methanesulfinic acid (100 mg) in 1-methylpyrrolidin-2-one (2 mL) was heated at 150° C. for 3 hours. The resultant solution was cooled to room temperature and water was added. The solids which formed were removed by filtration and further purified by preparative HPLC to give 7-[5-(4-fluorobenzyl)-4H-1,2,4-triazol-3-yl]-5-(methylsulfonyl)-1,6-naphthyridin-8-ol (3 mg, 33%) as a white solid. 1H NMR (CDCl3): δ 9.32 (d, J=8.4 Hz, 1 H), 9.25(d, J=4.4 Hz, 1 H), 7.75 (dd, J=8.4, 4.4 Hz, 1 H), 7.36 (dd, J=8.4, 5.6 Hz, 2 H), 7.03 (t, J=8.4 Hz, 2 H). 4.24 (s, 2 H), 3.42 (s, 3 H); MS m/z 400 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812016B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-7dc8caf090af4758bd3b029521767357 |
| Source note | uspto-grants-2010_10 |