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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1365669Generated: October 25, 2026

Potassium Carbonate → (E)-2-(2,6-dichlorobenzamido)-5-[4-(4-methoxytetrahydropyran-4-yl)-phenyl]pent-4-enoic acid methyl ester

https://huagongshe.com/reaction/1365669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(2,6-Dichlorobenzamido)pent-4-enoic acid methyl esterHCID 57762518—
Reactanttetrahydro-4-(4-iodophenyl)-4-methoxy-2H-pyranHCID 57762532—
CatalystTri-o-tolylphosphineHCID 80271—
Catalystpalladium(II) acetateHCID 167845—
Product(E)-2-(2,6-dichlorobenzamido)-5-[4-(4-methoxytetrahydropyran-4-yl)-phenyl]pent-4-enoic acid methyl esterHCID 5776249679.7%

Reaction Steps

In the same manner as in Example 1, 2-(2,6-dichlorobenzamido)pent-4-enoic acid methyl ester (2.11 g) was reacted with tetrahydro-4-(4-iodophenyl)-4-methoxy-2H-pyran (2.22 g) in the presence of potassium carbonate (1.45 g), palladium acetate (81.7 mg) and tris(2-methylphenyl)phosphine (106.2 mg) to obtain (E)-2-(2,6-dichlorobenzamido)-5-[4-(4-methoxytetrahydropyran-4-yl)-phenyl]pent-4-enoic acid methyl ester (2.74 g). Column chromatography (silica gel, eluent: cyclohexane/chloroform=2/1→cyclohexane/ethyl acetate=10/1→cyclohexane/ethyl acetate=4/1) was used for purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893046B2
Source datasetuspto-grants-2011_02
ORD IDord-cbfa80a581294780b8e404630061e531
Source noteuspto-grants-2011_02