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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409458Generated: October 30, 2026

Water → HCID 58424873, compound

https://huagongshe.com/reaction/2409458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBoron tribromideHCID 25134—
ReactantHCID 67381365HCID 67381365—
SolventDichloromethaneHCID 6344—
ProductHCID 58424873HCID 5842487361%

Reaction Steps

8-[(Dimethylamino)methyl]-10-methoxy-6-(methoxymethyl)-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-5-(6H)-one (28 mg, 0.084 mmol) prepared in Example 72 was dissolved in dichloromethane (10 ml), added dropwise with boron tribromide (0.6 mmol, 152 mg) at 0° C. The mixture was stirred at room temperature for 2 hours and then water was added carefully. The solution was washed with chloroform, the water layer was concentrated under reduced pressure, and the residue was purified by flash column chromatography (chloroform:ethanol=1:5) to obtain the title compound (14 mg, yield: 58%, white solid).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815891B2
Source datasetuspto-grants-2014_08
ORD IDord-9671e634056b40bc8af8cb3470e19e39
Source noteuspto-grants-2014_08