Back
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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantCesium carbonateHCID 10796—
ReactantBenzene, (2-bromoethoxy)-HCID 68526—
Reactant2-[(4-Hydroxy-benzo[b]thiophene-5-carbonyl)-amino]-2-methyl-propionic acid tert-butyl esterHCID 68841172—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
SolventSodium chloride; waterHCID 57417360—
Product2-Methyl-2-{[4-(2-phenoxy-ethoxy)-benzo[b]thiophene-5-carbonyl]-amino}-propionic acid tert-butyl esterHCID 6884220671.2%

Reaction Conditions

Temperature60 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08980938B2
Source datasetuspto-grants-2015_03
ORD IDord-43dba2c181d04502a790e3c0fae6cff6
Source noteuspto-grants-2015_03