Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636838Generated: October 31, 2026

Tributylamine → ethyl alpha-acetyl-2-chloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluorobenzenepropanoate

https://huagongshe.com/reaction/636838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylamineHCID 7622—
ReactantButanoic acid, 3-hydroxy-2-methylene-, ethyl esterHCID 10855587—
Reactant1-(4-chloro-2-fluoro-5-iodophenyl)-4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazoleHCID 15510025—
Catalystpalladium(II) acetateHCID 167845—
Productethyl alpha-acetyl-2-chloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluorobenzenepropanoateHCID 21255956111%

Reaction Steps

This compound was prepared in the manner of Example 6, with 18.28 grams (0.0415 mole—1.0 equiv.) of 1-(4-chloro-2-fluoro-5-iodophenyl)-4-difluoromethyl-4,5-dihydro-3-methyl-5oxo-1H-1,2,4-triazole, 6.28 grams (0.0436 mole—1.05 equiv.) of ethyl 3-hydroxy-2-methylenebutanoate, 15.4 grams (0.083 mole—2.0 equiv.) of tributylamine, and 0.233 gram (0.0010 mole—0.025 equiv.) of palladium(II) acetate as reagents. A yield of 20.3 grams of 75.6% pure ethyl α-acetyl-2-chloro5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluorobenzenepropanoate (87.9% yield) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06194583B1
Source datasetuspto-grants-2001_02
ORD IDord-a3f730c470414b548316c57bdef9e128
Source noteuspto-grants-2001_02