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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385291Generated: October 26, 2026

Hydrochloric Acid → (R)-1-((1,6-diethyl-4-((tetrahydro-2H-pyran-4-yl)amino)-1H-pyrazolo[3,4-b]pyridin-5-yl)methyl)-3-(4-(4-((6-((2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl)amino)hexyl)oxy)butyl)phenyl)urea

https://huagongshe.com/reaction/385291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(R)-tert-butyl (2-(2,8-bis((tert-butoxycarbonyl)oxy)quinolin-5-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl)(6-(4-(4-(3-((1,6-diethyl-4-((tetrahydro-2H-pyran-4-yl)amino)-1H-pyrazolo[3,4-b]pyridin-5-yl)methyl)ureido)phenyl)butoxy)hexyl)carbamateHCID 86659067—
SolventMethanolHCID 887—
Product(R)-1-((1,6-diethyl-4-((tetrahydro-2H-pyran-4-yl)amino)-1H-pyrazolo[3,4-b]pyridin-5-yl)methyl)-3-(4-(4-((6-((2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl)amino)hexyl)oxy)butyl)phenyl)ureaHCID 54588887—

Reaction Steps

The crude concentrated reaction mixture containing Intermediate 57 was taken up in methanol (approximately 0.50 mL) and treated with a solution of hydrogen chloride in dioxanes (4 N, 2 mL). The mixture was subsequently concentrated to dryness under reduced pressure. The residue was purified by reverse-phase high performance liquid chromatography (RP-HPLC, acetonitrile/water/0.1% TFA) to provide, after concentration, the trifluoroacetic acid salt of the title compound as a powder (107 mg, 58% over two steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367829B2
Source datasetuspto-grants-2013_02
ORD IDord-2cb03e95e7d64e438425d95612032fe1
Source noteuspto-grants-2013_02