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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656930Generated: October 30, 2026

Hydrochloric Acid → HCID 68819007, compound

https://huagongshe.com/reaction/656930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86635320HCID 86635320—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
ProductHCID 68819007HCID 6881900764%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 1,1-dimethylethyl {1-[2-(7-cyano-2-oxo-1,8-naphthyridin-1(2H)-yl)ethyl]-4-piperidinyl}(2,3-dihydro[1,4]dioxino[2,3-c]pyridin-7-ylmethyl)carbamate (600 mg, 1.100 mmol) in DCM (10 ml) at 0° C. was added 1M HCl in diethyl ether (10 ml) and the reaction was stirred at 0° C. for 0.5 h and then allowed warm to rt and stirred at rt for 2 h before evaporation, treatment with sat. aq NaHCO3 (50 ml). The reaction was then extracted with 20% MeOH in DCM (3×200 ml). The combined organic phases were dried, evaporated and the crude residue purified by chromatography on silica gel using a 0-20% MeOH/DCM gradient to provide the free base of the title compound (314 mg, 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071592B2
Source datasetuspto-grants-2011_12
ORD IDord-32aa3432a208462598e2678ef27611bf
Source noteuspto-grants-2011_12