HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 67461146, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Iodide Ion | HCID 30165 | — |
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | 4-{(S)-4-tert-butoxycarbonyl-2-[(6-chloro-2-phenyl-pyrimidine-4-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester | HCID 86622404 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 67461146 | HCID 67461146 | — |
Reaction Steps
NEt3 (0.249 ml) and trimethylsilylacetylene (0.254 ml) in DMF (4.5 ml) were syringed into a flask containing cupper iodide (8.9 mg), bis-(triphenylphosphine) palladium(II)-dichloride (22.5 mg) and 4-{(S)-4-tert-butoxycarbonyl-2-[(6-chloro-2-phenyl-pyrimidine-4-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester (500 mg) under argon. The mixture was allowed to stir at RT overnight. A saturated NH4Cl solution was added and the resulting mixture was extracted with EA. The org. phases were dried (Na2SO4) and evaporated off. Column chromatography (EA/Hept 1/2 to 1/1.5) afforded 339 mg of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08048881B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-fda0809aef4a4e639e97f6c4e9b37f2b |
| Source note | uspto-grants-2011_11 |