HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 53308148, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | rel-(2R,6S)-2,6-Dimethylpiperidine | HCID 641768 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 67344796 | HCID 67344796 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53308148 | HCID 53308148 | 4% |
Reaction Steps
To a solution of 0.040 g (0.11 mmol) of 5′-chloro-3′-(3-chloro-benzoylamino)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-carboxylic acid in N,N-dimethylformamide (2 mL) is added 0.048 g (0.15 mmol) of O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate followed by 0.042 mL (0.304 mmol) of triethylamine. The mixture is stirred at room temperature for 1 h then 0.034 g (0.304 mmol) of cis-2,6-dimethylpiperidine is added and the mixture is stirred at room temperature overnight. The mixture is concentrated under reduced pressure and the residue is purified by preparative reverse phase HPLC to provide 0.002 g (4%) of the title compound (273) as a white solid. [M+H]+=489.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952004B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-07fdedc4548745b289e30766a18805e6 |
| Source note | uspto-grants-2015_02 |