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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693259Generated: November 1, 2026

Ethyl Acetate → HCID 57827206, compound

https://huagongshe.com/reaction/1693259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant2-Fluoropyridine-3-boronic acidHCID 2783270—
ReactantHCID 57827385HCID 57827385—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 57827206HCID 5782720636.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

2-Fluoropyridine-3-boronic acid (15.7 mg), tetrakis(triphenylphosphine)palladium (4.3 mg) and a 1 N sodium carbonate solution (112 μL) were added to a solution of (±)-N-tert-butoxycarbonyl-N-[(4aS*,8aS*)-8a-(4-bromo-thiophen-2-yl)-4a,7,8,8a-tetrahydro-4H,5H-6-oxa-3-thia-1-azanaphthalen-2-yl]benzamide (20.0 mg) in DMF (1 mL). After replacement with nitrogen, the mixture was stirred at 90° C. for seven hours. After cooling to room temperature, ethyl acetate was added to the reaction mixture. The organic layer was washed with water and brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by NH-silica gel column chromatography to obtain the title compound (4.7 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158620B2
Source datasetuspto-grants-2012_04
ORD IDord-446a921717314af6ad32dc430ce0fb30
Source noteuspto-grants-2012_04