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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802510Generated: November 3, 2026

Sodium hydride → HCID 59435985, compound

https://huagongshe.com/reaction/1802510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
ReactantHCID 59436052HCID 59436052—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59435985HCID 59435985—

Reaction Steps

To a slurry of NaH (252 mg, 6.29 mmol) in THF (20 ml) was added 9-bromo-5-[(2,6-dichloro-4-fluorophenyl)amino]benzo[c]-2,6-naphthyridin-1(2H)-one (950 mg, 2.097 mmol) and the mixture was stirred for 5 min. [2-(Chloromethoxy)ethyl](trimethyl)silane (1.116 ml, 6.29 mmol) was added and the mixture was stirred at room temperature overnight. The solution was quenched with MeOH and concentrated under reduced pressure. The residue was purified by flash chromatography (0-30% ethyl acetate in hexanes) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349865B2
Source datasetuspto-grants-2013_01
ORD IDord-ef8c6a9076c94e449fd5b8099e00276c
Source noteuspto-grants-2013_01