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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1455776Generated: November 1, 2026

Potassium Carbonate → HCID 57531550, compound

https://huagongshe.com/reaction/1455776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
ReactantHCID 86602143HCID 86602143—
SolventDimethylformamideHCID 6228—
ProductHCID 57531550HCID 57531550—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-chloro-2-(2,6-diethylphenyl)-5-((5-isopropyl-2-methylphenoxy)methyl)-6-methylpyrimidine (423 mg, 1 mmol) and tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (Wustrow and Wise, Synthesis, 1991, 993) (371 mg, 1.2 mmol) in anhydrous DMF (5 mL) is added K2CO3 (414 mg, 3 mmol). The mixture is bubbled with N2 for 15 min and PdCl2dppf (28 mg) is added. The mixture is then heated under N2 at 80° C. for 16 h. After cooling to room temperature, the mixture is diluted with ether, washed with water and brine. The organic layer is dried over anhydrous MgSO4, concentrated and purified by silica gel column chromatography to provide the title product. [mass expected (569.8); mass found (M+1: 570.6)].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07482350B2
Source datasetuspto-grants-2009_01
ORD IDord-ee3c682cb3ca47e3b0e89753707e43d5
Source noteuspto-grants-2009_01