HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-[2-(2-carboxy-ethyl)-3-{6-[3-(1H-indol-5-yl)-5-methoxymethyl-phenoxy]-hexyl}-phenoxy]-butyric acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Indolylboronic acid | HCID 2734361 | — |
| 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-(1H-indol-5-yl)-5-methoxymethyl-phenoxy]-hexyl}-phenoxy]-butyric acid | HCID 46928235 | 69% |
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 (175 mg, 0.31 mmol), 5-indoleboronic acid (104 mg, 0.64 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (51 mg, 0.07 mmol), and cesium carbonate (417 mg, 1.28 mmol) to obtain 4-[2-(2-carboxy-ethyl)-3-{6-[3-(1H-indol-5-yl)-5-methoxymethyl-phenoxy]-hexyl}-phenoxy]-butyric acid (125 mg, 69%) as a light brown solid: ES(+)-HRMS m/e calcd for C35H41NO7 (M+Na)+ 610.2775. found 610.2774.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088936B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-0c8f552e8cc3427fa0684e8e2e8487b7 |
| Source note | uspto-grants-2012_01 |