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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1436204Generated: October 26, 2026

Dimethylformamide → (S)-3-chloro-N-(4-hydroxy-1-(4-(1-methyl-2-(2-methyl-1,3-dioxolan-2-yl)-1H-imidazol-4-yl)phenyl)butan-2-yl)-4-isopropoxybenzamide

https://huagongshe.com/reaction/1436204

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIodoethaneHCID 6340—
ReactantPotassium CarbonateHCID 11430—
Reactant(S)-3-chloro-N-(4-hydroxy-1-(4-(2-(1-(hydroxyimino)ethyl)-1-methyl-1H-imidazol-4-yl)phenyl)butan-2-yl)-4-isopropoxybenzamideHCID 136388607—
SolventWaterHCID 962—
Product(S)-3-chloro-N-(4-hydroxy-1-(4-(1-methyl-2-(2-methyl-1,3-dioxolan-2-yl)-1H-imidazol-4-yl)phenyl)butan-2-yl)-4-isopropoxybenzamideHCID 5759471355%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of compound 3 (5.307 g, 18 mmol) in DMF (15 mL) was added K2CO3 (3.73 g, 27 mmol) and iodoethane (3.5 mL, 43.2 mmol). The resulting mixture was stirred at 60° C. for three hours. The mixture was diluted with water and extracted with EtOAc (3×50 mL). The organic layers were combined, dried over Na2SO4, and concentrated. Purification with column chromatography (Hexanes/EtOAc 50:50) gave the product 4 (3.2 g, 55%) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07618981B2
Source datasetuspto-grants-2009_11
ORD IDord-77375cc6e91948339a13af7b1286c75d
Source noteuspto-grants-2009_11