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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1785994Generated: October 31, 2026

Cesium carbonate → HCID 57595388, compound

https://huagongshe.com/reaction/1785994

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantHCID 11705499HCID 11705499—
ReactantButanoic acid, 4-bromo-2,2-dimethyl-, methyl esterHCID 14928877—
SolventDimethylformamideHCID 6228—
ProductHCID 57595388HCID 5759538861.6%

Reaction Steps

N-(4-chlorophenyl)-N-[(2S,4R)-1-(3,5-difluoro-4-hydroxybenzoyl)-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl]acetamide (150 mg, 0.32 mmol) was dissolved in DMF at room temperature and Cs2CO3 (259 mg, 0.80 mmol) was added. Methyl 4-bromo-2,2-dimethylbutanoate (157 mg, 0.48 mmol) was added and the reaction was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water, then extracted three times with ethyl acetate, dried over MgSO4, filtered and concentrated. The crude residue was purified by silica gel chromatography (hexanes-ethyl acetate system) to afford the product (118 mg, 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504508B2
Source datasetuspto-grants-2009_03
ORD IDord-89a3a2907acd4c60942e8903b4fca9a9
Source noteuspto-grants-2009_03