HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → ethyl 3-cyclopropyl-3-(3-((N-(2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)acetamido)methyl)phenyl)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl 3-cyclopropyl-3-(3-(((2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)amino)methyl)phenyl)propanoate | HCID 117759818 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | ethyl 3-cyclopropyl-3-(3-((N-(2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)acetamido)methyl)phenyl)propanoate | HCID 117759621 | — |
Reaction Steps
To a solution of ethyl 3-cyclopropyl-3-(3-(((2′-fluoro-5′-methoxy-2-neopentyl-[1,1′-biphenyl]-4-yl)amino)methyl)phenyl)propanoate (104 mg) in THF (2.0 mL) were added N-ethyldiisopropylamine (52 μL) and acetyl chloride (17 μL) at 0° C., and the mixture was stirred at room temperature for 1.5 hr. Ice water was added at 0° C., and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The is solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (104 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382188B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-4ad67b0d62e74b6da8c11548db568576 |
| Source note | uspto-grants-2016_07 |