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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802470Generated: November 2, 2026

Sodium bis(trimethylsilyl)amide → HCID 86643798, compound

https://huagongshe.com/reaction/1802470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant3-Amino-4-methylbenzonitrileHCID 7016428—
Reactant1,5-Dichloro-9-fluorobenzo[c]-2,6-naphthyridineHCID 59436118—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86643798HCID 86643798—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 1,5-dichloro-9-fluorobenzo[c]-2,6-naphthyridine (Example 1, Step 5) (250 mg, 0.94 mmol) and 3-amino-4-methylbenzonitrile (136mg, 1.03 mmol) in THF (9.3 mL) at 0° C. was added NaHMDS (1.8 mL, 1 M in THF, 1.80 mmol). The reaction stirred at 0° C. for 15 minutes and then quenched by the addition of sat. aq. NaHCO3 solution. The precipitated solid was collected by filtration, washed with EtOAc and dried under vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349865B2
Source datasetuspto-grants-2013_01
ORD IDord-2f9be8d4ffc44af4b97e31db5a3748c5
Source noteuspto-grants-2013_01