HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-[3-[6-(5-Ethanesulfonyl-4'-fluoro-biphenyl-3-yloxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | HCID 57863128 | HCID 57863128 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Product | 4-[3-[6-(5-Ethanesulfonyl-4'-fluoro-biphenyl-3-yloxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester | HCID 57863019 | 80% |
Reaction Steps
A similar procedure as described in Example 41, step 1 was used, starting from 4-[3-[6-(3-bromo-5-ethanesulfonyl-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (150 mg, 0.23 mmol), 4-fluoro-phenylboronic acid (65.4 mg, 0.46 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (25 mg, 0.034 mmol), and cesium carbonate (151 mg, 0.46 mmol) to afford 4-[3-[6-(5-ethanesulfonyl-4′-fluoro-biphenyl-3-yloxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (123 mg, 80%) as a colorless viscous oil: ES(+)-HRMS m/e calcd for C37H47FO8S (M+Na)+ 693.2868, found 693.2871.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093253B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-22cd70394021432b80711f9611253577 |
| Source note | uspto-grants-2012_01 |