HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → Methyl 4-{[(2-{5-fluoro-2-[(4'-methyl-1,1'-biphenyl-4-yl)methoxy]phenyl}ethyl)(5-methoxy-5-oxopentyl)amino]methyl}benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(4-Trifluoromethylphenyl)benzylchloride | HCID 11459921 | — |
| Reactant | Methyl 4-({(5-methoxy-5-oxopentyl)[2-(5-fluoro-2-hydroxyphenyl)ethyl]amino}methyl)benzoate | HCID 22015002 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 4-{[(2-{5-fluoro-2-[(4'-methyl-1,1'-biphenyl-4-yl)methoxy]phenyl}ethyl)(5-methoxy-5-oxopentyl)amino]methyl}benzoate | HCID 22015042 | — |
Reaction Steps
447 mg (0.93 mmol) of methyl 4-({(5-methoxy-5-oxopentyl)[2-(5-fluoro-2-hydroxyphenyl)ethyl]amino}methyl)benzoate from Ex. XII and 277 mg (1.02 mmol) of 4-(chloromethyl)-4′-(trifluoromethyl)-1,1′-biphenyl are dissolved in 10 ml of acetonitrile. 455 mg (1.40 mmol) of caesium carbonate and a spatula tip of potassium iodide are added, and the mixture is heated at reflux for 48 hours. The suspension is filtered and concentrated and the residue is chromatographed over silica gel using cyclohexane:ethyl acetate (5:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07517896B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-6e8b5704e8354e7ca79ae0a1ae1fd5d7 |
| Source note | uspto-grants-2009_04 |