HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-Quinolin-7-yl-1-(5-trifluoromethylpyrid-2-yl)-piperidine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 7-Aminoquinoline | HCID 11377 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 1-[5-(Trifluoromethyl)pyridin-2-yl]piperidine-4-carboxylic acid | HCID 2777788 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-Quinolin-7-yl-1-(5-trifluoromethylpyrid-2-yl)-piperidine-4-carboxamide | HCID 57682695 | — |
Reaction Steps
1-(5-Trifluoromethylpyrid-2-yl)-piperidine-4-carboxylic acid (D101) (100 mg, 0.36 mmol) was treated with oxalyl chloride (63 ul, 0.72 mmol) and catalytic DMF in 1,2-dichloroethane (3.5 ml) at 60° C. for 0.75 h. On cooling to room temperature the solvent was removed in vacuo and the residue was dissolved in DCM (2 ml). Triethylamine (30 ul, 0.2 mmol) and 7-aminoquinoline (D55) (27 mg, 0.19 mmol) were added and the reaction stirred at room temperature until complete by tlc. The resultant precipitate was collected by filtration to give the title compound as an off-white solid. MS(ES): MH+ 401, M-H+ 399.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07538121B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-86cc5a4a6fbe4ed693c5d38bcc82e024 |
| Source note | uspto-grants-2009_05 |