Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Piperidinecarbonyl chloride | HCID 242085 | — |
| Reactant | HCID 15451838 | HCID 15451838 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 24853066 | HCID 24853066 | — |
Reaction Steps
The imine (Example 26A, 30 mg, 0.09 mmol) was dissolved in acetonitrile (1.5 mL). Triethylamine (19 μl, 0.18 mmol) was added followed by the 1-piperidinecarbonyl chloride (0.11 mmol). The reaction was heated at 65° C. overnight. The reaction mixture was cooled down and passed through a Si-amine cartridge (1 g, 1.6 mmol/g) to remove the excess carbamyl chloride eluting with additional acetonitrile. The resulting solution was dried and purified by reverse phase HPLC to supply the titled compound. 1H NMR (500 MHz, DMSO-d6) δ ppm 1.40 (4H), 1.53 (2H), 2.20 (3H), 3.43 (4H), 7.24 (1H), 7.63 (2H), 7.83 (1H); MS (ESI) m/z 432.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07683084B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-ebea23ce43714efca1719dbac542c787 |
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| Source note | uspto-grants-2010_03 |
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