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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096898Generated: October 27, 2026

Hydrochloric Acid → 5-(1'-{[3,5-Diethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl]carbonyl}-4-oxospiro[chroman-2,4'-piperidin]-6-yl)pyridine-3-carboxylic acid

https://huagongshe.com/reaction/1096898

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant3,5-diethoxy-4-(1-methyl-1H-pyrazol-4-yl)benzoic acidHCID 57931027—
Reactant5-{4-Oxospiro[chroman-2,4'-piperidin]-6-yl}nicotinic acid di-hydrochlorideHCID 66649490—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
Product5-(1'-{[3,5-Diethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl]carbonyl}-4-oxospiro[chroman-2,4'-piperidin]-6-yl)pyridine-3-carboxylic acidHCID 24999627—

Reaction Conditions

Temperature70 °C

Reaction Steps

Carbonyldiimidazole (130 mg) and triethylamine (0.446 mL) were added to a DMF solution (4 mL) of 3,5-diethoxy-4-(1-methyl-1H-pyrazol-4-yl)benzoic acid (232 mg), and stirred at 70° C. for 2 hours. To the reaction liquid, added was a DMF suspension (2 ml) of 5-(4-oxospiro[chroman-2,4′-piperidin]-6-yl)pyridine-3-carboxylic acid dihydrochloride (370 mg) and triethylamine (0.335 ml) that had been prepared separately, and further stirred at that temperature for 1 hour. 1 N hydrochloric acid and water were added to the reaction liquid, the resulting solid was taken out through filtration, and recrystallized from methanol to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138197B2
Source datasetuspto-grants-2012_03
ORD IDord-e4d71b967deb4ecaa6461ed05cb7bf91
Source noteuspto-grants-2012_03