HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → (2-{4-[Ethyl-(4-methoxy-benzenesulfonyl)-amino]-piperidin-1-yl}-ethyl)-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | tert-Butyl N-(2-bromoethyl)carbamate | HCID 4103526 | — |
| Reactant | N-Ethyl-4-methoxy-N-piperidin-4-yl-benzenesulfonamide | HCID 58816568 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2-{4-[Ethyl-(4-methoxy-benzenesulfonyl)-amino]-piperidin-1-yl}-ethyl)-carbamic acid tert-butyl ester | HCID 68690736 | — |
Reaction Steps
A mixture of N-ethyl-4-methoxy-N-piperidin-4-yl-benzenesulfonamide (Example A4., 1.19 g, 4 mmol), (2-bromo-ethyl)-carbamic acid tert-butyl ester (1.12 g, 5.0 mmol) and DIPEA (650 mg, 5 mmol) in THF (30 mL) is heated at reflux for 15 h. The solution is poured into Et2O (150 mL) and extracted with sat. aq. Na2CO3 (2×50 mL) and sat. aq. NaCl (30 mL), dried (Na2SO4), filtered and evaporated. The residue is purified by reversed phase MPLC to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07750161B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-7f11d70d9f3e46dba480a092bafe6930 |
| Source note | uspto-grants-2010_07 |