HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-[2-(6-methoxypyridin-3-yl)-1,3-benzothiazol-6-yl]methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 2-(6-Methoxypyridin-3-yl)-1,3-benzothiazol-6-amine | HCID 24803565 | — |
| Catalyst | Hexane | HCID 8058 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[2-(6-methoxypyridin-3-yl)-1,3-benzothiazol-6-yl]methanesulfonamide | HCID 24803567 | 70.2% |
Reaction Steps
Mesylchloride (3 μL, 0.037 mmol) and pyridine (3 μL, 0.037 mmol) was added to a sol. 2-(6-methoxypyridin-3-yl)-1,3-benzothiazol-6-amine (9 mg, 0.034 mmol) in DCM (1 mL). The r.m. was stirred at r.t. for 6 days. A few drops of hexane was added and the precipitated solid was collected and dried in vacuo. The crude product was purified by flash column chromatography (20 to 100% ethyl acetate in heptane), to give the title compound (8 mg) as an off-white solid. 1H NMR δ 9.84 (s, 1H) 8.63 (d, 1H) 8.11 (dd, 1H) 7.77 (d, 1H) 7.71 (d, 1H) 7.14 (dd, 1H) 6.79 (d, 1H) 3.73 (s, 3H) 2.82 (s, 3H); MS m/z (M+H) 336, (M−H) 334.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163928B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-152e44b34c4d4c438e5fd20b7bec71d2 |
| Source note | uspto-grants-2012_04 |