HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-[2-(2-Carboxy-ethyl)-3-[6-(3',4'-difluoro-5-methoxymethyl-biphenyl-3-yloxy)-hexyl]-phenoxy]-butyric acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3,4-Difluorobenzeneboronic acid | HCID 2734337 | — |
| Reactant | 4-[3-[6-(3-Bromo-5-methoxymethyl-phenoxy)-hexyl]-2-(2-carboxy-ethyl)-phenoxy]-butyric acid | HCID 59496791 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Product | 4-[2-(2-Carboxy-ethyl)-3-[6-(3',4'-difluoro-5-methoxymethyl-biphenyl-3-yloxy)-hexyl]-phenoxy]-butyric acid | HCID 46928233 | 93.3% |
Reaction Steps
A similar procedure as described in step 3, method B was used, starting from 4-[3-[6-(3-bromo-5-methoxymethyl-phenoxy)-hexyl]-2-(2-carboxy-ethyl)-phenoxy]-butyric acid (184 mg, 0.33 mmol), 3,4-difluorophenylboronic acid (106 mg, 0.66 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (44 mg, 0.06 mmol), and cesium carbonate (434 mg, 1.33 mmol) to obtain 4-[2-(2-carboxy-ethyl)-3-[6-(3′,4′-difluoro-5-methoxymethyl-biphenyl-3-yloxy)-hexyl]-phenoxy]-butyric acid (180 mg, 93%) as a light yellow paste: ES(+)-HRMS m/e calcd for C33H38F2O7 (M+Na)+ 607.2478. found 607.2478.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088936B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-e634d2e59ade458a80975041103da02e |
| Source note | uspto-grants-2012_01 |