Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 11788851 | HCID 11788851 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86759099 | HCID 86759099 | 50% |
Reaction Steps
A solution of the amine (6d) (0.08, 0.5 mmol) in chloroform (2 ml) was treated with N,N-dimethylaminopyridine (0.06 g, 0.5 mmol) then 1,1′-carbonyldiimidazole (0.11 g, 0.7 mmol). After 2 hours the chloroform was removed by evaporation and the residue treated with a solution of 4-amino-1-heptylpiperidine (0.1 g, 0.5 mmol) in N,N-dimethylformamide (1 ml) and the mixture heated to 100° C. for 1 hour. Water (2 ml) was added dropwise and filtration gave a white solid. Chromatography on silica eluting with a methanol in ethyl acetate gradient afforded the title compound as a white solid, (0.1 g, 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06602882B1 |
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| Source dataset | uspto-grants-2003_08 |
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| ORD ID | ord-090c00742e7d49d2bdb487cb6aa3bff2 |
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| Source note | uspto-grants-2003_08 |
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