HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Trifluoromethoxy)aniline → 8-(2-Methyl-propane-1-sulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Trifluoromethoxy)aniline | HCID 600848 | — |
| Reactant | Dimethylalumanylium chloride | HCID 16686359 | — |
| Reactant | 4-(2-Methoxy-ethyl)-1-(2-methyl-propane-1-sulfonyl)-piperidine-4-carboxylic acid ethyl ester | HCID 66787088 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | 8-(2-Methyl-propane-1-sulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one | HCID 49802245 | 77.2% |
Reaction Steps
This material was prepared in analogy to example 1 step D) 4-(2-methoxy-ethyl)-1-(2-methyl-propane-1-sulfonyl)-piperidine-4-carboxylic acid ethyl ester (0.134 g), dimethylaluminium chloride in heptane (1.0 molar, 1.2 ml) and 4-(trifluoromethoxy)-aniline (0.106 g) to give the desired 8-(2-methyl-propane-1-sulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one (0.134 g) as an off-white solid. MS (ESI): 435.15 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329904B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-9ebe408655ec4e768601cfbe50940024 |
| Source note | uspto-grants-2012_12 |