HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-(N-methyl-N-(3-nitro-2-pyridinyl)amino)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | tert-Butyl 4-(methyl(3-nitropyridin-2-yl)amino)piperidine-1-carboxylate | HCID 54208510 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(N-methyl-N-(3-nitro-2-pyridinyl)amino)piperidine | HCID 21477680 | — |
Reaction Steps
Trifluoroacetic acid (13.0 ml) is added to a solution of 1-((1,1-dimethylethoxy)-carbonyl)-4-(N-methyl-N-(3-nitro-2-pyridinyl)amino)piperidine (PREPARATION 49) in methylene chloride (100 ml) with cooling to -78°. The mixture is warmed to 20°-25°, stirred 17 hrs, cooled to 0° and basified to pH 12 with 5% sodium hydroxide. The phases are separated and the aqueous phase is extracted with methylene chloride (2×50 ml). The combined organic phases are dried over sodium sulfate and concentrated to give the title compound, mp 115.5°-117°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05686610 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-e22d158864564f90ad898758872bafad |
| Source note | uspto-grants-1997_11 |