Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 22137332 | HCID 22137332 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 22137291 | HCID 22137291 | 32.5% |
Reaction Steps
To a solution of 4-bromo-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-N-[3-(tetrahydro-pyran-2-yloxy)-benzyl]-2-trifluoromethoxy-benzenesulfonamide (0.106 g, 0.15 mmol) in 4 mL ethanol was added 0.8 mL of 1.2N HCl. The reaction mixture was stirred at room temperature for 6 days and was diluted with 10 mL saturated aqueous sodium bicarbonate. The aqueous solution was washed with methylene chloride (2×10 mL). The combined organic layers were dried (sodium sulfate), filtered, and concentrated in vacuo. The residue was purified by preparative TLC (1.0 mm silica gel layer, eluting with 10% methanol/ethyl acetate) to afford 0.030 g (29%) of 4-bromo-N-(3-hydroxy-benzyl)-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl)-2-trifluoromethoxy-benzenesulfonamide. MS 617.3 (M+1)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07053212B2 |
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| Source dataset | uspto-grants-2006_05 |
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| ORD ID | ord-f07d8a3335954c9e9b813528088eed92 |
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| Source note | uspto-grants-2006_05 |
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