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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1362698Generated: October 27, 2026

Dimethylformamide → (E)-5-chloro-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)valeric acid (5-morpholin-4-yl-indan-1-yl)amide

https://huagongshe.com/reaction/1362698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant(E)-5-chloro-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)valeric acid trifluoroacetateHCID 66960186—
Reactant5-Morpholin-4-yl-indan-1-ylamineHCID 66961744—
CatalystDiisopropylethylamineHCID 81531—
Solvent1,2-DichloroethaneHCID 11—
Product(E)-5-chloro-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)valeric acid (5-morpholin-4-yl-indan-1-yl)amideHCID 6696027478.3%

Reaction Steps

To a DMF (5.0 mL) solution of (E)-5-chloro-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)valeric acid trifluoroacetic acid salt (3.0 g) obtained in Example 418 and 5-morpholin-4-yl-indan-1-ylamine (1.80 g), IPEA (5.18 mg), EDC (3.84 g) and HOBT (2.71 g) were added one by one, and the reaction solution was agitated at room temperature for 1 hour. After confirming disappearance of the starting materials, the solvent was concentrated under reduced pressure, water and ethyl acetate were added to the residue, and the organic layer was partitioned. After washed with a saturated saline solution the organic layer, it was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. 2.80 g of the title compound was obtained by purifying the obtained residue by silica gel chromatography (elution solvent: heptane-ethyl acetate system). The physical properties of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07880009B2
Source datasetuspto-grants-2011_02
ORD IDord-2e710c748ba34907915269784d63c322
Source noteuspto-grants-2011_02