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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173836Generated: November 2, 2026

Sodium Carbonate → HCID 11675896, compound

https://huagongshe.com/reaction/1173836

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantLithium ChlorideHCID 433294—
Reactant2-Fluoropyridine-4-boronic acidHCID 2783396—
ReactantHCID 11710884HCID 11710884—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 11675896HCID 1167589699.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

Add 3-(5-bromo-benzo[b]thiophen-2-ylmethyl)-1-cyclohexyl-pyrrolidin-2-one (250 mg, 0.64 mmol), 2-fluoropyridine-4-boronic acid (200 mg, 1 mmol), LiCl (10 eq) and Pd(PPh3)4 (0.05 eq) into a solution of dioxane (10 mL) and 2M Na2CO3 (2 mL) and heat at 80° C. for 1 hour. Pour the reaction mixture into water and extract with ethyl acetate. Dry over sodium sulfate, filter, and concentrate. Purify by silica gel (20-50% ethyl acetate in hexanes) to give the title compound as a pale yellow powder (260 mg, 58%): MS (APCI-pos mode) m/z (rel intensity): 409.2 (M+H, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834194B2
Source datasetuspto-grants-2010_11
ORD IDord-06c0c38f10894d329397b6b084cacf7e
Source noteuspto-grants-2010_11