Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Chloromethyl)-2-methylquinoline | HCID 11535719 | — |
| Reactant | HCID 136336352 | HCID 136336352 | — |
| Product | HCID 69639853 | HCID 69639853 | 47% |
Reaction Steps
The product from step 28a (0.31 g, 1.1 mmol) was combined with 4-chloromethyl-2-methylquinoline (0.20 g, 1.0 mmol), potassium carbonate (0.22 g, 1.6 mmol) and potassium iodide (0.05 g, 0.3 mmol) in acetontrile (5 mL) under a nitrogen atmosphere and heated to 50° C. for 18 h. The reaction was filtered, concentrated, and purified by FCC on silica gel eluting ethyl an acetate:hexanes gradient to give cis-2-{3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-4,5-dihydro-isoxazol-5-yl}-cyclopentanecarboxylic acid methyl ester (0.19 g, 47%) as an oil. MS found: (M+H)+=445.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07125870B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-dde6edae184440d5b50b040fbf2fe037 |
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| Source note | uspto-grants-2006_10 |
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