HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-(3,5-Bis-trifluoromethyl-phenyl)-N-(6'-chloro-2-methyl-[3,4]bipyridinyl-3'-yl)-N-methyl-isobutyramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(3,5-Bis(trifluoromethyl)phenyl)-2-methylpropanoyl chloride | HCID 11267141 | — |
| Reactant | 6'-Chloro-N,2-dimethyl-[3,4'-bipyridin]-3'-amine | HCID 58694606 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(3,5-Bis-trifluoromethyl-phenyl)-N-(6'-chloro-2-methyl-[3,4]bipyridinyl-3'-yl)-N-methyl-isobutyramide | HCID 21083635 | 73% |
Reaction Steps
To a solution of 0.19 g (0.81 mmol) (6′-chloro-2-methyl-[3,4′]bipyridinyl-3′-yl)-methyl-amine in 8 ml THF were added 0.52 ml (0.83 mmol) of a 1.6 M solution of n-butyllithium in hexanes at −78° C. After 15 min 0.28 g (0.88 mmol) 2-(3,5-bis-trifluoromethyl-phenyl)-2-methyl-propionyl chloride were added. The reaction mixture was allowed to warm to room temperature during 30 min. After addition of a 0.2 M aqueous sodium hydroxide solution the mixture was extracted with three portions of dichloromethane. The combined organic layers were dried over sodium sulfate and concentrated. Flash chromatography gave 0.30 g (73%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07176205B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-10ef493617644c5e9c05a8790083ef81 |
| Source note | uspto-grants-2007_02 |