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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1614942Generated: November 1, 2026

Dichloromethane → HCID 58467857, compound

https://huagongshe.com/reaction/1614942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantBoron tribromideHCID 25134—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 58467880HCID 58467880—
SolventCarbon DioxideHCID 280—
ProductHCID 58467857HCID 5846785730%

Reaction Steps

Into a 1-neck round-bottom flask were added {3-[(5-chloro-4-{[(1R)-1-(3-methoxyphenyl)ethyl]amino}pyrimidin-2-yl)amino]phenyl}methanol (0.26 g, 0.68 mmol) and methylene chloride (5 mL). To the mixture was added a solution of boron tribromide in methylene chloride (3.0 mL, 3.0 mmol, 1.0 M) at 0° C. The mixture was allowed to warm up to rt and stirred overnight. The resultant mixture was cooled in dry ice when NaHCO3 (saturated aqueous solution, 10 mL) was added. The mixture was allowed to warm up to rt and DCM was added. The aqueous layer was extracted with DCM twice. The organic layers were combined, dried, filtered, and concentrated under vacuum. The crude product was purified by silica gel column chromatography to give the desired product (40 mg, 30%). LCMS for C19H19BrClN4O (M+H)+: m/z=432.9, 434.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765727B2
Source datasetuspto-grants-2014_07
ORD IDord-15f65832269d4c228c3deb719ab20019
Source noteuspto-grants-2014_07