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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389294Generated: October 30, 2026

Sodium Bicarbonate → HCID 67454392, compound

https://huagongshe.com/reaction/2389294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantPotassium AcetateHCID 517044—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 86642483HCID 86642483—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamide n-propanolHCID 86598119—
ProductHCID 67454392HCID 67454392843.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

Compound 136 (427 mg, 1.28 mmol) obtained in Example 136 was dissolved in DMF-n-propanol (1/3) (12 mL), and palladium acetate (28.6 mg, 0.128), 2,2′-bis(diphenylphosphino)-1,1′-binaphtyl (79.4 mg, 0.128 mmol), and potassium acetate (151 mg, 1.54 mmol) were added thereto, and the mixture was stirred at 80° C. for 3.5 hours under a carbon monoxide atmosphere. To the mixture, an aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give 2-[2-tert-butyl-1-(tetrahydropyran-4-ylmethyl)-1H-imidazol-4-yl]pyrazine-2-carboxylic acid n-propyl ester (419 mg, 1.08 mmol, yield: 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273738B2
Source datasetuspto-grants-2012_09
ORD IDord-a8ea3e00b0ae4711ad23a288daa44237
Source noteuspto-grants-2012_09