HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 49801353, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-(Trifluoromethoxy)aniline | HCID 600848 | — |
| Reactant | Dimethylalumanylium chloride | HCID 16686359 | — |
| Reactant | 1-(2-Chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester | HCID 66787676 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | HCID 49801353 | HCID 49801353 | — |
Reaction Steps
1-(2-chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester (0.445 g) and 4-(trifluormethoxy)aniline (0.3 g) was dissolved in toluene (20 ml) under an argon atmosphere at RT, dimethylaluminium chloride in heptane (0.9 molar, 3.8 ml) was added and the mixture was refluxed for 3 hours. It was then cooled to RT, water (1 ml) was added and the reaction mixture was then stirred for 10 min. The solvent was evaporated off, the residue absorbed on silica gel and purified by flash chromatography (AcOEt/heptane, gradient from 0 to 25%) to give 8-(2-chloro-benzenesulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one as a white solid. MS (ESI): 489.08 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329904B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-cb6aa993afe145718d45b2f6389009b3 |
| Source note | uspto-grants-2012_12 |