HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-((3-fluoro-2'-(trifluoromethyl)-[2,4'-bipyridin]-5-yl)methyl)-6-(piperazin-1-yl)nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl 4-(5-(((3-fluoro-2'-(trifluoromethyl)-[2,4'-bipyridin]-5-yl)methyl)carbamoyl)pyridin-2-yl)piperazine-1-carboxylate | HCID 86679720 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-((3-fluoro-2'-(trifluoromethyl)-[2,4'-bipyridin]-5-yl)methyl)-6-(piperazin-1-yl)nicotinamide | HCID 67208681 | — |
Reaction Steps
To a solution of the tert-butyl 4-(5-(((3-fluoro-2′-(trifluoromethyl)-[2,4′-bipyridin]-5-yl)methyl)carbamoyl)pyridin-2-yl)piperazine-1-carboxylate 46-2 in DCM (3.0 mL) was added trifluoroacetic acid (1.0 mL) and the solution was stirred overnight. The reaction mixture was concentrated, redistributed between ethyl acetate and 5% Na2CO3 solution and the organic phase dried over Na2SO4. Concentration with rotavap gave crude N-((3-fluoro-2′-(trifluoromethyl)-[2,4′-bipyridin]-5-yl)methyl)-6-(piperazin-1-yl)nicotinamide 46-3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181235B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-b5bb780496234855b5735cfc2d7a4cd7 |
| Source note | uspto-grants-2015_11 |