HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-[3-[6-(5-Ethanesulfonyl-4'-chloro-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-Chlorophenylboronic acid | HCID 74299 | — |
| 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'-chloro-biphenyl-3-yloxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester | HCID 57863102 | 77% |
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 (161 mg, 0.25 mmol), 4-chloro-phenylboronic acid (81 mg, 0.50 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (27 mg, 0.038 mmol), and cesium carbonate (162 mg, 0.5 mmol) to afford 4-[3-[6-(5-ethanesulfonyl-4′-chloro-biphenyl-3-yloxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (130 mg, 77%) as a colorless viscous oil: ES(+)-HRMS m/e calcd for C37H47ClO8S (M+Na)+ 709.2572, found 709.2572.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093253B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-8c61b119274045678b6e88efa795d571 |
| Source note | uspto-grants-2012_01 |