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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092977Generated: October 26, 2026

Imidazole → Acetamide, N-[5-[3-(1H-imidazol-1-YL)-4-(methylsulfonyl)phenyl]-4-methyl-2-thiazolyl]-

https://huagongshe.com/reaction/1092977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantCesium carbonateHCID 10796—
ReactantN-[5-(3-fluoro-4-methylsulfonylphenyl)-4-methyl-1,3-thiazol-2-yl]acetamideHCID 57351276—
SolventDimethyl SulfoxideHCID 679—
ProductAcetamide, N-[5-[3-(1H-imidazol-1-YL)-4-(methylsulfonyl)phenyl]-4-methyl-2-thiazolyl]-HCID 53429448—

Reaction Conditions

Temperature140 °C

Reaction Steps

A stirred mixture of N-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide (Example 64) (0.1 g, 0.30 mmol), imidazole (0.069 g, 0.90 mmol) and caesium carbonate (0.198 g, 0.60 mmol) in dry DMSO is heated under argon at 140° C. for 2 hours. The solvent is removed and water (30 ml) is added. The product is extracted with ethyl acetate (2×30 ml) and the combined organic extracts are washed with brine (20 ml) and dried (MgSO4). Removal of the solvent and trituration with methanol affords the titled compound as an orange solid. 377.9721

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129541B2
Source datasetuspto-grants-2012_03
ORD IDord-7aa0cf6e25bb4d25a1e6e6bea46ffd03
Source noteuspto-grants-2012_03