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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1723641Generated: October 30, 2026

Potassium Carbonate → tert-butyl 4-(4-(trifluoromethyl)phenyl)-5,6-dihydropyridine-1(2H)-carboxylate

https://huagongshe.com/reaction/1723641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBenzene, 1-bromo-4-(trifluoromethyl)-HCID 67872—
ReactantTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
SolventDimethylformamideHCID 6228—
Producttert-butyl 4-(4-(trifluoromethyl)phenyl)-5,6-dihydropyridine-1(2H)-carboxylateHCID 18364827—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 0.97 mmol 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (CAS: 286961-14-6) in 6 ml dimethylformamide, 2.91 mmol potassium carbonate, 1.02 mmol p-bromobenzotrifluoride, and 0.06 mmol dichlor(1,1′ bis(diphenylphosphino)ferrocene) palladium(II)dichloromethane complex were successively added. The reaction was then stirred at 80° C. for 6 hours, concentrated in vacuo and purified by column chromatography (SiO2, 20 g, heptane), to give the title compound. MS (m/e): 271.1 (M-isobuthylene)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07485637B2
Source datasetuspto-grants-2009_02
ORD IDord-e59ba8f944534bc182c9ff8f6ed4ff87
Source noteuspto-grants-2009_02