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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587640Generated: October 29, 2026

Potassium Carbonate → HCID 57459615, compound

https://huagongshe.com/reaction/587640

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—
Reactant2-Bromo-1,4-difluoro-3-methoxybenzeneHCID 50998134—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57459615HCID 57459615—

Reaction Conditions

Temperature150 °C

Reaction Steps

2-Bromo-1,4-difluoro-3-methoxy-benzene (0.7 g, 3.139 mmol) [C.A.S. 1208076-11-2] was added to a stirred solution of 3,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1(2H)-pyridinecarboxylic acid, 1,1-dimethylethyl ester (1.262 g, 4.08 mmol) [C.A.S. 286961-14-6], Pd(PPh3)4 (0.072 g, 0.062 mmol) and K2CO3 (3.5 ml, aqueous sat. solution) in 1,4-dioxane (7 ml). The reaction mixture was heated at 150° C. under microwave irradiation for 10 min. After cooling, the mixture was diluted with water and extracted with Et2O. The organic phase was separated, dried (Na2SO4) and concentrated in vacuo. The crude product was purified by column chromatography (silica gel; Heptane/EtOAc 90/10 to 80/2 as eluent). The desired fractions were collected and concentrated in vacuo to give a residue that was triturated with Et2O to yield intermediate D52 (0.233 g, 22%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226930B2
Source datasetuspto-grants-2016_01
ORD IDord-6c7a5459a88346d39e4ae0c86d5e4231
Source noteuspto-grants-2016_01