Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Reactant | HCID 59292824 | HCID 59292824 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59292845 | HCID 59292845 | 66.2% |
Reaction Steps
Sulfuryl chloride (75 μL, 0.93 mmol) was added dropwise to a cold (−20° C.) solution of 5-(2-fluoro-3,5-dimethoxy-phenyl)-quinoline-8-carboxylic acid ethyl ester (Step 176.3) (330 mg, 0.93 mmol) in CH3CN (6 mL). The reaction mixture was stirred for 10 min at −20° C., quenched by addition of a saturated solution of NaHCO3, and concentrated. The residue was diluted in EtOAc and a saturated solution of NaHCO3. The aqueous phase was separated and extracted with EtOAc. The combined organic layers were washed with H2O and brine, dried (Na2SO4), filtered and concentrated. The residue was purified by silica gel column chromatography (Hex/EtOAc, 3:2) to provide 240 mg of the title compound as a white solid. Title compound: ESI-MS: 390.1 [M+H]+; tR=3.98 min (System 1); TLC: Rf=0.15 (Hex/EtOAc, 3:2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273882B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-f54ee97a0fd74240b41a71ad67de0020 |
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| Source note | uspto-grants-2012_09 |
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