Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Chlorophenol | HCID 4684 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 59192544 | HCID 59192544 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59192628 | HCID 59192628 | 72% |
Reaction Steps
A mixture of (R)-[5-(3-chloro-4-fluoro-benzenesulfonylamino)-5,6,7,8-tetrahydro-naphthalen-1-yloxy]-acetic acid tert-butyl ester (100 mg, 0.21 mmol), sodium hydride (60% dispersed in mineral oil, 50 mg, 1.25 mmol) and 4-chlorophenol (315 mg, 2.45 mmol) in N,N-dimethylformamide (2 mL) was heated in a microwave oven at 130° C. for 15 minutes. The resulting mixture was then acidified with 0.1N hydrochloric acid to pH 5. The precipitate was collected by filtration and purified by preparative HPLC to afford (R)-{5-[3-chloro-4-(4-chloro-phenoxy)-benzenesulfonylamino]-5,6,7,8-tetrahydro-naphthalen-1-yloxy}-acetic acid tert-butyl ester (87.2 mg, 72%) as a white powder. MS cald. for C28H29Cl2NO6S 577, obsd. 578 (ESI+) [(M+H)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163781B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-dddadc68b5ff42748731ba8513ba9bfb |
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| Source note | uspto-grants-2012_04 |
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