Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 603428Generated: October 30, 2026

Ethanol → ethyl 2-[4-(3-{[(1S)-1-(2-ethoxy-2-oxoethyl)-2,3-dihydro-1H-inden-5-yl]oxy}propoxy)-3-propylphenyl]-4-(hydroxymethyl)-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/603428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant3-Chloro-2,4(3H,5H)-furandioneHCID 4158575—
Reactantethyl ((1S)-5-{3-[4-(aminocarbonothioyl)-2-propylphenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetateHCID 16110446—
Productethyl 2-[4-(3-{[(1S)-1-(2-ethoxy-2-oxoethyl)-2,3-dihydro-1H-inden-5-yl]oxy}propoxy)-3-propylphenyl]-4-(hydroxymethyl)-1,3-thiazole-5-carboxylateHCID 5930052633%

Reaction Conditions

Temperature70 °C

Reaction Steps

Ethyl ((1S)-5-{3-[4-(aminocarbonothioyl)-2-propylphenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate (90 mg, 0.2 mmol) (Example 144) and 3-chloro-2,4(3H, 5H)-furandione (106 mg, 0.8 mmol) were dissolved in EtOH (anhydrous, 8 mL), and the mixture was heated at 70° C. for 18 h. The reaction was cooled to rt, and then concentrated under reduced pressure. Purification by silica gel flash chromatography (EtOAc:hexane (v/v)=1:1) gave 38 mg (33%) of the title compound as a clear oil. LC-MS: RT=4.38 min; (M+H)+ 582.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906653B2
Source datasetuspto-grants-2011_03
ORD IDord-be2727a929f14fb1b11fa476c1aa549b
Source noteuspto-grants-2011_03