HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → 5-[4-[4-(4-Fluorobenzoyl)piperidino]butyl]-2-methyl-2,3,4,5-tetrahydropyrrolo[2,3-e][1,2]thiazin-4-one 1,1-dioxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | p-Fluorophenyl 4-piperidyl ketone hydrochloride | HCID 3084438 | — |
| Reactant | 5-(4-Chlorobutyl)-2-methyl-2,3,4,5-tetrahydropyrrolo[2,3-e][1,2]thiazin-4-one 1,1-dioxide | HCID 22714965 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-[4-[4-(4-Fluorobenzoyl)piperidino]butyl]-2-methyl-2,3,4,5-tetrahydropyrrolo[2,3-e][1,2]thiazin-4-one 1,1-dioxide | HCID 9804345 | 95.3% |
Reaction Steps
A suspension of 145 mg (0.5 mmol) of Compound 17, 134 mg (0.55 mmol) of 4-(4-fluorobenzoyl)piperidine hydrochloride, 185 mg (2.2 mmol) of sodium hydrogencarbonate and 165 mg (1.1 mmol) of sodium iodide in 20 ml of acetonitrile was refluxed for 50 hours. Post-treatment was conducted in a similar manner as in Example 18. The residue was purified by chromatography on a silica gel column (eluent: methanol/chloroform=3/97), whereby 220 mg of the title compound were obtained (yield: 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06743913B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-130ed4ff02e94513b2b0c8b16b8bf4b0 |
| Source note | uspto-grants-2004_06 |