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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802899Generated: October 27, 2026

Acetic Acid → HCID 44464405, compound

https://huagongshe.com/reaction/1802899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium BicarbonateHCID 516892—
ReactantAmmonium AcetateHCID 517165—
Reactant1-[5-(1,2-dihydroxy-2-methylpropyl)pyridin-2-yl]-5-(4-methoxy-1H-pyrazolo[3,4-b]pyridin-1-yl)-6-(tetrahydro-2H-pyran-4-yl)hexane-1,4-dioneHCID 67352911—
SolventEthanolHCID 702—
ProductHCID 44464405HCID 4446440569.8%

Reaction Steps

A mixture of 1-[5-(1,2-dihydroxy-2-methylpropyl)pyridin-2-yl]-5-(4-methoxy-1H-pyrazolo[3,4-b]pyridin-1-yl)-6-(tetrahydro-2H-pyran-4-yl)hexane-1,4-dione (265 mg), ammonium acetate (200 mg), acetic acid (0.20 mL) and ethanol (10 mL) was stirred at room temperature for 6 hr. The reaction solution was poured into aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4), and concentrated. The residue was subjected to silica gel column chromatography to give the title compound (178 mg, yield 58%) as a colorless amorphous solid from the fraction eluted with ethyl acetate. MS: 492 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349886B2
Source datasetuspto-grants-2013_01
ORD IDord-8deaa4a97be54755a495303015d00ed4
Source noteuspto-grants-2013_01