HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 874747Generated: October 30, 2026
Potassium Iodide → 2-Methyl-2-{[4-(2-phenoxy-ethoxy)-benzo[b]thiophene-5-carbonyl]-amino}-propionic acid tert-butyl ester
https://huagongshe.com/reaction/874747
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzene, (2-bromoethoxy)- | HCID 68526 | — |
| Reactant | 2-[(4-Hydroxy-benzo[b]thiophene-5-carbonyl)-amino]-2-methyl-propionic acid tert-butyl ester | HCID 68841172 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 2-Methyl-2-{[4-(2-phenoxy-ethoxy)-benzo[b]thiophene-5-carbonyl]-amino}-propionic acid tert-butyl ester | HCID 68842206 | 71.2% |
Reaction Steps
60 mg 2-[(4-Hydroxy-benzo[b]thiophene-5-carbonyl)-amino]-2-methyl-propionic acid tert-butyl ester, 70 mg cesium carbonate, 36 mg of (2-bromo-ethoxy)-benzene and 6 mg potassium iodide were dissolved in 1 ml of N,N-dimethylformamide and stirred for 2 h at 60° C. 10 ml of ethyl acetate and 10 ml of brine were added to the reaction. The organic layer was separated and washed again with 10 ml of brine. It was then dried over magnesium sulphate, filtered and concentrated in vacuo. The resulting residue was purified by reversed phase HPLC (acetonitrile/water) to afford 58 mg of 2-methyl-2-{[4-(2-phenoxy-ethoxy)-benzo[b]thiophene-5-carbonyl]-amino}-propionic acid tert-butyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08980938B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-43dba2c181d04502a790e3c0fae6cff6 |
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| Source note | uspto-grants-2015_03 |
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