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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333417Generated: October 30, 2026

Toluene → HCID 178463866, compound

https://huagongshe.com/reaction/333417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 66987908HCID 66987908—
Reactantethyl[2-(1H-imidazol-4-yl)ethyl]amine hydrochlorideHCID 178463864—
SolventDimethylformamideHCID 6228—
ProductHCID 178463866HCID 178463866105.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

0.14 g (0.38 mmol) of methyl(S)-3-(4-methoxyphenyl)-2-(4-nitrophenoxycarbonyl-amino)propionate is diluted in 2 mL of DMF. The solution is heated to 80° C. and 0.16 g (0.76 mmol) of ethyl[2-(1H-imidazol-4-yl)ethyl]amine hydrochloride and 0.13 mL (1.3 mmol) of diisopropylethylamine are then added. After 5 minutes, the reaction medium is cooled to room temperature and stirred for 15 minutes. Toluene is added and the solvents are evaporated off. The crude product obtained is chromatographed on silica gel (eluent: 8/2 dichloromethane/methanol). 0.15 g of methyl(S)-2-{3-ethyl-3-[2-(1H-imidazol-4-yl)ethyl]ureido}-3-(4-methoxyphenyl)-propionate in the form of a colourless oil is obtained in a yield of 100%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877968B2
Source datasetuspto-grants-2014_11
ORD IDord-03d5dba057ec4eac8acbebaeced614f0
Source noteuspto-grants-2014_11