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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Reactant | 5-amino-2,4-dimethyl-N-(pyridin-3-ylmethyl)benzenesulfonamide | HCID 59436024 | — |
| Reactant | 1,5-Dichloro-9-fluorobenzo[c]-2,6-naphthyridine | HCID 59436118 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86643797 | HCID 86643797 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08349865B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-66a33a7017534fcc9272b5d154e2ace6 |
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| Source note | uspto-grants-2013_01 |
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