Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | (R)-5-(Oxiran-2-ylmethoxy)quinoline | HCID 11735808 | — |
| Reactant | HCID 58739299 | HCID 58739299 | — |
| Product | HCID 86608384 | HCID 86608384 | — |
Reaction Steps
Methylpiperidine-4-carboxylic acid [4-phenyl-1-(3-phenyl-propyl)-butyl]-amide (57) (150 mg; 0.382 mmol) is dissolved in isopropanol (10 mL) at ambient temperature. (R)-5-Oxiranylmethoxy-quinoline (2) (77.5 mg; 0.382 mmol) is added, then the mixture is heated to 70° C. and maintained for 18 hours. After cooling to ambient temperature, the solution is concentrated in vacuo at 40° C. The residue is purified via silica gel chromatography with gradient elution (0%→25% methanol in methylene chloride) affording the desired product (187.4 mg) as a solid foam. ESMS: MH+ 594.4 (base).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07476680B2 |
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| Source dataset | uspto-grants-2009_01 |
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| ORD ID | ord-19e1c59878f24792bd259499f83e423f |
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| Source note | uspto-grants-2009_01 |
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