HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl bromoacetate → {3-Ethyl-5-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-indol-1-yl}-acetic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Hydrate;hydrochloride | HCID 21885828 | — |
| Reactant | 5-({4-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methoxy)-1H-indole | HCID 21949491 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | {3-Ethyl-5-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-indol-1-yl}-acetic acid ethyl ester | HCID 69279669 | 98% |
Reaction Steps
A suspension of 5-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-1H-indole (485 mg, 1.16 mmol), cesium carbonate (1.38 g, 3.49 mmol) and ethyl bromoacetate (0.15 ml, 1.28 mmol) in THF (5 ml) was stirred for 1.5 h at ambient temperature. Diethyl ether and 1N HCl/water 1/1 were added. The ether phase was dried over sodium sulfate and concentrated under reduced pressure to give 635 mg (1.26 mmol, 98%) {3-ethyl-5-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-indol-1-yl}-acetic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07235572B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-2ef9cd4b7fa64eef88b7934da5d7487e |
| Source note | uspto-grants-2007_06 |