Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Chloroquinoline | HCID 11928 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-[4'-(4-Amino-3-methyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester | HCID 66577195 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66578109 | HCID 66578109 | — |
Reaction Steps
1-[4′-(4-Amino-3-methyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester (0.181 g, 0.5 mmol) was dissolved in DMF and then sodium hydride (60% in mineral oil, 0.028 g, 0.7 mmol) was added. After 20 minutes 2-chloroquinoline (0.1145 g, 0.7 mmol) was added and the reaction was heated to 60° C. for 3 hours. No product was observed by analytical LCMS so the reaction was heated to 100° C. overnight. After cooling the reaction was submitted to standard aqueous workup to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09090573B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-c22cbcbbddb941368c0912b74c3b6c17 |
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| Source note | uspto-grants-2015_07 |
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