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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Reactant | 3-Amino-4-methylbenzonitrile | HCID 7016428 | — |
| Reactant | 1,5-Dichloro-9-fluorobenzo[c]-2,6-naphthyridine | HCID 59436118 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86643798 | HCID 86643798 | — |
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
| 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-2f9be8d4ffc44af4b97e31db5a3748c5 |
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| Source note | uspto-grants-2013_01 |
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