Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 24794483 | HCID 24794483 | — |
| Catalyst | Titanium isopropoxide | HCID 11026 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 24795031 | HCID 24795031 | — |
Reaction Steps
A mixture of N-(3-oxo-2,3-dihydro-1H-inden-5-yl)-5-chloro-3-methylbenzo[b]thiophene-2-sulfonamide (100 mg, 0.26 mmol), 1-methylpiperazine (0.28 ml, 2.6 mmol) and titanium (IV) isopropoxide (0.1 ml, 0.33 mmol) was heated at 50° C. for 30 min. The material was dissolved in ethanol and sodium borohydride (11 mg, 0.29 mmol) was added. After stirring at reflux for 3 hours, 2N sodium carbonate was added. The mixture was filtered and the filtrate was concentrated in vacuo. The resulting crude was purified by chromatography on silica gel, using as an eluent mixtures of methylene chloride/methanol/ammonia yielding 80 mg (65%) of N-[3-(4-methylpiperazin-1-yl)-2,3-dihydro-1H-inden-5-yl]-5-chloro-3-methylbenzo[b]thiophene-2-sulfonamide as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138210B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-ae32a9e9ab42448b9e0ddbc26c7902a8 |
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| Source note | uspto-grants-2012_03 |
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