HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-[2-(2-Carboxy-ethyl)-3-[6-(3-methoxymethyl-5-pyrimidin-5-yl-phenoxy)-hexyl]-phenoxy]-butyric acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (Pyrimidin-5-yl)boronic acid | HCID 2795193 | — |
| 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-methoxymethyl-5-pyrimidin-5-yl-phenoxy)-hexyl]-phenoxy]-butyric acid | HCID 46928234 | 70% |
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 (209 mg, 0.38 mmol), 5-pyrimidinylboronic acid (94 mg, 0.76 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (51 mg, 0.07 mmol), and cesium carbonate (492 mg, 1.51 mmol) to obtain 4-[2-(2-carboxy-ethyl)-3-[6-(3-methoxymethyl-5-pyrimidin-5-yl-phenoxy)-hexyl]-phenoxy]-butyric acid (146 mg, 70%) as a light brown paste: ES(+)-HRMS m/e calcd for C31H38N2O7 (M+H)+ 551.2752. found 551.2748.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088936B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-d5acedebf14047e68b80dfa22e0b7782 |
| Source note | uspto-grants-2012_01 |