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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802464Generated: November 1, 2026

Sodium bis(trimethylsilyl)amide → HCID 86643797, compound

https://huagongshe.com/reaction/1802464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant5-amino-2,4-dimethyl-N-(pyridin-3-ylmethyl)benzenesulfonamideHCID 59436024—
Reactant1,5-Dichloro-9-fluorobenzo[c]-2,6-naphthyridineHCID 59436118—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86643797HCID 86643797—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 5-amino-2,4-dimethyl-N-(pyridin-3-ylmethyl)benzenesulfonamide (300 mg, 1.0 mmol) and 1,5-dichloro-9-fluorobenzo[c]-2,6-naphthyridine (Example 1, Step 5) (250 mg, 0.94 mmol) in THF (4.7 mL) at 0° C. was added NaHMDS (2.8 mL, 1 M in THF, 2.8 mmol). The deep red solution was stirred at 0° C. for ten minutes and then quenched by the addition of sat. aq. NaHCO3 solution. The reaction was extracted with EtOAc and the organic extracts were dried over Na2SO4 and concentrated in vacuo. Purification by silica gel column chromatography (0-5% MeOH/DCM) afforded the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349865B2
Source datasetuspto-grants-2013_01
ORD IDord-66a33a7017534fcc9272b5d154e2ace6
Source noteuspto-grants-2013_01