HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → 2-(3-Methoxy-propyl)-4-(methyl-{1-[2-methyl-6-(3-trifluoromethyl-phenyl)-pyridin-3-yl]-butyl}-amino)-phenoxy-acetic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 21935942 | HCID 21935942 | — |
| Reactant | 2-(3-Methoxy-propyl)-4-methylamino-phenoxy-acetic acid ethyl ester | HCID 67072134 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-(3-Methoxy-propyl)-4-(methyl-{1-[2-methyl-6-(3-trifluoromethyl-phenyl)-pyridin-3-yl]-butyl}-amino)-phenoxy-acetic acid ethyl ester | HCID 67072305 | — |
Reaction Steps
To 0.0944 g (0.336 mmol) of the above prepared (example 1H]) [2-(3-methoxy-propyl)-4-methylamino-phenoxy]-acetic acid ethyl ester and 0.100 g (0.305 mmol) of the above prepared [rac]-3-(1-chloro-butyl)-2-methyl-6-(3-trifluoromethyl-phenyl)-pyridine, dissolved in 1.9 ml of abs. DMSO, were added successively 0.0505 g of K2CO3 (0.366 mmol) and 0.0503 g (0.336 mmol) of NaI. The reaction was allowed to proceed for 5 h at 50° C. Pouring onto crashed ice/NH4Cl, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents, followed by flash chromatography (SiO2, hexane/AcOEt=8/2), afforded 0.082 g of the title compound as light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115611B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-15218726995541b398808ded8cab8f37 |
| Source note | uspto-grants-2006_10 |