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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632933Generated: October 30, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-[(2-Phenyl-5-trifluoromethyloxazole-4-carbonyl)amino]propionic acid

https://huagongshe.com/reaction/632933

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl beta-alanateHCID 192794—
Reactant2-Phenyl-5-(trifluoromethyl)-oxazole-4-carboxylic acidHCID 2776438—
SolventDichloromethaneHCID 6344—
SolventSodium BicarbonateHCID 516892—
Product3-[(2-Phenyl-5-trifluoromethyloxazole-4-carbonyl)amino]propionic acidHCID 117920188103.5%

Reaction Steps

2-phenyl-5-trifluoromethyloxazole-4-carboxylic acid (200 mg, 0.78 mmol), EDCI (372.7 mg, 1.94 mmol), methyl 3-aminopropionate (16.7 mg, 1.17 mmol), HOBt (157.6 mg, 1.17 mmol) and ethyldiisopropylamine (352.6 mg, 2.7 mmol) dissolved in dichloromethane (15 mL) were stirred for 24 hours. The reaction mixture was diluted with aqueous NaHCO3 and extracted with dichloromethane. The extract was washed with brine and dried with anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column chromatography to obtain the desired compound (265 mg, 99%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321728B2
Source datasetuspto-grants-2016_04
ORD IDord-1e74dbaceb8f4781849c511d30a26ad9
Source noteuspto-grants-2016_04