HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 2-(3,5-bis-trifluoromethyl-phenyl)-N-(2'-methoxy-biphenyl-2-yl)-N-methyl-isobutyramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(3,5-Bis(trifluoromethyl)phenyl)-2-methylpropanoyl chloride | HCID 11267141 | — |
| Reactant | HCID 12555621 | HCID 12555621 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(3,5-bis-trifluoromethyl-phenyl)-N-(2'-methoxy-biphenyl-2-yl)-N-methyl-isobutyramide | HCID 18546490 | 87% |
Reaction Steps
A solution of 53 mg (0.25 mmol) (2′-methoxy-biphenyl-2-yl)-methyl-amine and 0.064 ml (0.375 mmol) N-ethyldiisopropylamine in 4 ml CH2Cl2 was cooled in an ice bath and a solution of 88 mg (0.275 mmol) 2-(3,5-bis-trifluoromethyl-phenyl)-2-methyl-propionyl chloride in 1 ml CH2Cl2 was added dropwise. The reaction mixture was stirred overnight at room temperature. Ethyl acetate was added and the organic layer was washed with saturated Na2CO3 solution, 1 N HCl solution, dried (MgSO4) and evaporated. The residue was purified by chromatography (SiO2, hexane/ethyl acetate 4:1) to give 107 mg (87%) 2-(3,5-bis-trifluoromethyl-phenyl)-N-(2′-methoxy-biphenyl-2-yl)-N-methyl-isobutyramide as orange crystals, MS (ISP): 496.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06552088B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-194441f493964a07bd990730c4313085 |
| Source note | uspto-grants-2003_04 |