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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 854566Generated: October 26, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-(4-{[4-Isopropyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carbonyl]-amino}-2-methyl-phenyl)-propionic acid methyl ester

https://huagongshe.com/reaction/854566

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantMethyl 3-(4-amino-2-methylphenyl)propanoateHCID 54187007—
Reactant4-Isopropyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carboxylic acidHCID 58934093—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product3-(4-{[4-Isopropyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carbonyl]-amino}-2-methyl-phenyl)-propionic acid methyl esterHCID 6947591770%

Reaction Steps

To a mixture of 4-Isopropyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carboxylic acid (0.11 g, 0.35 mmol), 3-(4-Amino-2-methyl-phenyl)-propionic acid methyl ester (0.07 g, 0.35 mmol), and DMAP (0.01 g, 0.082 mmol) in CH2Cl2 (5 mL) is added EDCI (0.08 g, 0.42 mmol). After stirring for 2 h at RT, the mixture is concentrated. The residue is redissolved in EtOAc, and the organics are washed with 1N HCl (1×), 2N NaOH (2×), water, and brine, and dried with MgSO4. The crude material is purified by flash chromatography to yield the title compound (0.12 g, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07259175B2
Source datasetuspto-grants-2007_08
ORD IDord-661ee600e0c64ef3979cdbb62ca3d8ae
Source noteuspto-grants-2007_08