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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547811Generated: November 1, 2026

Potassium Carbonate → HCID 86597699, compound

https://huagongshe.com/reaction/547811

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(3,5-Bis(trifluoromethyl)phenyl)-N-(6-chloro-4-(4-fluoro-2-methylphenyl)pyrid-3-yl)-N,2-dimethylpropanamideHCID 23502784—
Reactant2,2,2-Trifluoro-N-[(3R)-pyrrolidin-3-yl]acetamide--hydrogen chloride (1/1)HCID 42614570—
SolventDimethyl SulfoxideHCID 679—
Solventtert-Butyl methyl etherHCID 15413—
ProductHCID 86597699HCID 8659769965.3%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 939 mg (1.76 mmol) 2-(3,5-bis-trifluoromethyl-phenyl)-N-[6-chloro-4-(4-fluoro-2-methyl-phenyl)-pyridin-3-yl]-N-methyl-isobutyramide, 1.22 g (8.81 mmol) potassium carbonate and 770 mg (3.52 mmol) (R)-3-(trifluoro-acetamido)pyrrolidine hydrochloride in 20 ml dimethyl sulfoxide was stirred at 130° C. for 52 h. After cooling to room temperature the reaction mixture was diluted with 30 ml tert-butyl methyl ether and washed with 20 ml of water and 10 ml of a saturated aqueous solution of sodium carbonate. The combined organic layers were dried over sodium sulfate, concentrated and dissolved in 25 ml of a 2 N solution of ammonia in ethanol. The solution was stirred at room temperature for 18 h. The reaction mixture was concentrated and purified by flash chromatography to give 670 mg (65%) of the title compound as a light brown foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939533B2
Source datasetuspto-grants-2011_05
ORD IDord-f0c6b2aa34b24dbdb639fdb36b30ea04
Source noteuspto-grants-2011_05