Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Propanesulfonyl chloride | HCID 82408 | — |
| Reactant | 3-(4,4-Dimethyl-6-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenylamine | HCID 67291615 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 56966131 | HCID 56966131 | 77.8% |
Reaction Steps
To a stirred solution of 3-(4,4-dimethyl-6-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenylamine (150 mg, 0.47 mmol) in pyridine (0.23 mL, 2.81 mmol) and dichloromethane (1.5 mL) at 0° C. was added dropwise a solution of propane-2-sulfonyl chloride (200 mg, 1.40 mmol) in dichloromethane (0.5 mL). The mixture was stirred at room temperature overnight. The mixture was quenched with water (5 mL) and extracted with dichloromethane (5 mL×2). The combined organic layers were dried over anhydrous sodium sulfate and evaporated. The residue was purified by column chromatography on silica gel to afford propane-2-sulfonic acid [3-(4,4-dimethyl-6-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenyl]-amide (155 mg, 77.8%) as a white solid. MS (ESI+APCI) M+1=427.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546427B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-b53455888dc54824a020b69dbbdd3531 |
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| Source note | uspto-grants-2013_10 |
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