HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 10597140, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Naphthalenesulfonyl chloride | HCID 66560 | — |
| Reactant | 4-Methylpiperidine | HCID 69381 | — |
| Reactant | HCID 21717133 | HCID 21717133 | — |
| Catalyst | Sodium Iodide | HCID 5238 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Diisopropylethylamine | HCID 81531 | — |
| Product | HCID 10597140 | HCID 10597140 | — |
Reaction Steps
The compound prepared as in Example 4 undergoes a substitution reaction with naphthalene-1-sulfonyl chloride (2 equiv) in diisopropylethylamine and CH2Cl2 to generate 2-(2-chloro-ethyl)-1-(naphthalene-1-sulfonyl)-piperidine. Displacement of the chloro substituent with 4-methylpiperidine with sodium iodide as catalyst in the presence of K2CO3 and CH3CN generates the title compound, a reported 5-HT7 receptor modulator (see, for example, Lovell, P. J., Bromidge, S. M., Dabbs, S., Duckworth, D. M., Forbes, I. T., Jennings, A. J., King, F. D., Middlemiss, D. N.; Rahman, S. K., Saunders, D. V., Collin, L. L., Hagan, J. J., Riley, G. J., Thomas, D. R., J. Med. Chem. 2000, 43, 342-345).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07402670B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-89483de23e364935842c6c9ac3a51d17 |
| Source note | uspto-grants-2008_07 |