HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,3-Dimethylbutanoyl chloride → N-(5-Bromo-2-{[2-(trifluoromethoxy)ethyl]amino}phenyl)-3,3-dimethylbutanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,3-Dimethylbutanoyl chloride | HCID 81514 | — |
| Reactant | 4-Bromo-N1-[2-(trifluoromethoxy)ethyl]benzene-1,2-diamine | HCID 68870988 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(5-Bromo-2-{[2-(trifluoromethoxy)ethyl]amino}phenyl)-3,3-dimethylbutanamide | HCID 68873554 | 73% |
Reaction Steps
To a solution of 4-bromo-N1-[2-(trifluoromethoxy)ethyl]benzene-1,2-diamine (step B, 752 mg, 2.51 mmol) in ethyl acetate (22 mL) was added tert-butylacetyl chloride (355 mg, 2.64 mmol) at room temperature. After stirring for 2 h at room temperature, the mixture was diluted with ethyl acetate. The organic solution was washed with saturated sodium hydrogencarbonate aqueous solution, brine, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1 as eluent) to afford the title compound (728 mg, 73%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07598393B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-6f94ec8b22fc47a6bec37fbfdfe7b04d |
| Source note | uspto-grants-2009_10 |