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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672741Generated: October 31, 2026

Sodium Carbonate → HCID 178515668, compound

https://huagongshe.com/reaction/1672741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Pyridinylboronic acidHCID 2734378—
ReactantHCID 178515678HCID 178515678—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
ProductHCID 178515668HCID 178515668—

Reaction Steps

Heat a solution of trifluoro-methanesulfonic acid 3,5-dichloro-4-[trans-1-(4-fluoro-cyclohexyl)-2-oxo-pyrrolidin-3-ylmethyl]-phenyl ester (Preparation 28) (0.346 g, 0.705 mmol), pyridine-3-boronic acid (0.173 g, 1.41 mmol), Pd(PPh3)4 (81 mg), 7 mL of 0.1 M Na2CO3 aq solution in 7 mL of dimethoxy ethane at 80° C. for 24 h. Cool the mixture to room temp and dilute with 20 mL of 1N NaHCO3. Dilute the mixture with 20 mL of EtOAc. Wash the organic layer with water, brine and dry over Na2SO4, filter and concentrate. Purify the crude material by chromatography to afford the title compound: mass spectrum (m/z): 421 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998999B2
Source datasetuspto-grants-2011_08
ORD IDord-f0705aeeb22749a8854da2214040323a
Source noteuspto-grants-2011_08