HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → HCID 20816861, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | HCID 22346432 | HCID 22346432 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 20816861 | HCID 20816861 | — |
Reaction Steps
To a cold (0° C.) solution of N-(4-fluorobenzyl)-8-hydroxy-5-(5-oxo-1,4-thiazepan-7-yl)[1,6]naphthyridine-7-carboxamide (Example 141) (0.22 g, 0.52 mmol) in DMF (25 mL), a solution of 3-chloroperbenzoic acid in dichloromethane (0.57 mmol, 0.129 g/mL) was added and stirred at room temperature for 2 hours. The product mixture was treated with DMSO (1 mL), diethyl ether (200 mL), and cooled in an ice bath. The resultant precipitate was filtered, dissolved in DMSO, and subjected to HPLC purification on C-18 stationary phase eluted with water/acetonitrile/TFA mobile phase. Collection and lyophilization of appropriate fractions provided the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06921759B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-d8d0b6d79e004d2eb7ef2f43100c6226 |
| Source note | uspto-grants-2005_07 |