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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1785989Generated: October 30, 2026

Potassium Carbonate → (2S,4R)-N-(4-Chloro-phenyl)-N-{2-methyl-1-[4-(3-pyridin-3-yl-propoxy)-benzoyl]-1,2,3,4-tetrahydro-quinolin-4-yl}-acetamide

https://huagongshe.com/reaction/1785989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-(3-Bromopropyl)pyridineHCID 12701568—
ReactantN-(4-chlorophenyl)-N-[(2S,4R)-1-(4-hydroxybenzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]acetamideHCID 58859774—
SolventDimethylformamideHCID 6228—
Product(2S,4R)-N-(4-Chloro-phenyl)-N-{2-methyl-1-[4-(3-pyridin-3-yl-propoxy)-benzoyl]-1,2,3,4-tetrahydro-quinolin-4-yl}-acetamideHCID 57595492—

Reaction Conditions

Temperature90 °C

Reaction Steps

(2S,4R)-N-(4-Chloro-phenyl)-N-[1-(4-hydroxy-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-acetamide was dissolved in DMF (5 mL) at room temperature. K2CO3 was added followed by 3-(3-bromo-propyl)-pyridine and the reaction was allowed to stir at 90° C. over night. The reaction mixture was concentrated in vacuo. The residue was partitioned between ethyl acetate and water, then extracted three times with ethyl acetate, dried over MgSO4, filtered and concentrated down. The crude residue was purified by HPLC to afford the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504508B2
Source datasetuspto-grants-2009_03
ORD IDord-57d4663b805f49958326765e43d5b9ad
Source noteuspto-grants-2009_03