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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774439Generated: October 30, 2026

Pyridine → HCID 72550214, compound

https://huagongshe.com/reaction/1774439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantAmmonium BicarbonateHCID 14013—
ReactantDi-tert-butyl dicarbonateHCID 90495—
ReactantHCID 60155116HCID 60155116—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 72550214HCID 7255021459.5%

Reaction Steps

To a solution of 4-(((1R,2R)-1-hydroxy-2,3-dihydro-1H,1′H-[2,2′-biinden]-2-yl)methyl)benzoic acid (100 mg, 0.26 mmol) in DMSO (5 mL) was added Boc anhydride (69 mg, 0.31 mmol) followed by pyridine (24 mg, 0.26 mmol) and stirred at room temperature for 5 min. Ammonium bicarbonate (62 mg, 0.78 mmol) was added and stirred for additional 1 h. Reaction mixture was poured into water (25 mL) and extracted with ethyl acetate (3×25 mL). The organic layer was washed with brine (25 mL), dried over anhydrous Na2SO4 and evaporated under reduced pressure. The residue was purified by CombiFlash using 20% ethyl acetate in chloroform as an eluent to yield 59 mg (59%) of the title compound as an off white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260376B2
Source datasetuspto-grants-2016_02
ORD IDord-158bfbe895e54617a069ac760a1b63aa
Source noteuspto-grants-2016_02