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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1422932Generated: October 30, 2026

Potassium Carbonate → HCID 178487816, compound

https://huagongshe.com/reaction/1422932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Amino-6-methoxy-[1,5]naphthyridin-3-olHCID 136344712—
ReactantHCID 178523765HCID 178523765—
SolventDimethylformamideHCID 6228—
ProductHCID 178487816HCID 178487816563.6%

Reaction Steps

Potassium carbonate (246 mg, 1.78 mmol, 2.0 eq) is added at room temperature to a stirred solution of 4-amino-6-methoxy-[1,5]naphthyridin-3-ol (170 mg, 0.89 mmol, 1.0 eq) in N,N-dimethylformamide (20 mL), followed by [trans-4-(2-bromo-acetyl)-cyclohexyl]-carbamic acid benzyl ester (315 mg, 0.89 mmol, 1.0 eq). After 4 hours stirring at room temperature, solvent is evaporated and the residue is extracted with ethyl acetate (3×20 mL) and a saturated ammonium chloride aqueous solution (20 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to afford [trans-4-(3-hydroxy-6-methoxy-3,4-dihydro-2H-1-oxa-4,5,9-triaza-phenanthren-3-yl)-cyclohexyl]-carbamic acid benzyl ester (2.33 g, 88% Yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927541B2
Source datasetuspto-grants-2015_01
ORD IDord-56c449315b0f4de188f0b240fa9cae05
Source noteuspto-grants-2015_01