HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Piperidinecarboxamide → 1-{4-[2-Benzyl-7-(trifluoromethyl)-2H-indazol-3-YL]phenyl}piperidine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Piperidinecarboxamide | HCID 3772 | — |
| Reactant | 2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl | HCID 2734217 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 2-benzyl-3-(4-chlorophenyl)-7-(trifluoromethyl)-2H-indazole | HCID 67021187 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 1-{4-[2-Benzyl-7-(trifluoromethyl)-2H-indazol-3-YL]phenyl}piperidine-4-carboxamide | HCID 11583785 | 28.4% |
Reaction Steps
A solution of 2-benzyl-3-(4-chlorophenyl)-7-(trifluoromethyl)-2H-indazole (0.1 g, 0.25 mmol), isonipecotamide (0.039 g, 0.3 mmol), tris-(dibenzylidineacetone)dipalladium(0) (14 mg), 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (47 mg) and sodium t-butoxide (0.029 g, 0.3 mmol) in 2 mL of dimethoxyethane was heated at 150° C. for 5 minutes in a microwave (Emory's Optimizer, Personal Chemistry). The reaction mixture was concentrated in vacuo. The residue was purified by flash chromatography (CH2Cl2-CH3OH, 19:1) to give the product (0.034 g) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592363B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-663709a305934b70b960e1cc39f0ad53 |
| Source note | uspto-grants-2009_09 |