HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 885943Erstellt: 26. Oktober 2026
Benzylamine → N-benzyl-6-methylpyridazin-3-amine
https://huagongshe.com/reaction/885943
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Benzylamine | HCID 7504 | — |
| Edukt | 3-Chloro-6-methylpyridazine | HCID 227254 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Katalysator | Dichloro[1,1'-bis(di-tert-butylphosphino)ferrocene]palladium(II) | HCID 53384307 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | N-benzyl-6-methylpyridazin-3-amine | HCID 61313509 | 91,3% |
Reaktionsschritte
To a stirred solution of 3-chloro-6-methylpyridazine (215 mg, 1.66 mmol) and benzylamine (267 mg, 2.5 mmol) in toluene (20 mL) was added sodium tert-butoxide (480 mg, 5.0 mmol) and [1,1′-bis(di-tert-butylphosphino)ferrocene]palladium(II) dichloride (20 mg). The reaction mixture was stirred at 140° C. under microwave irradiation for 2 h, then cooled to room temperature and concentrated in vacuo. The residue was purified by column chromatography (SiO2, 0-100% EtOAc/heptane) to give the title compound (302 mg, 91%) as an off-white solid. δH (CDCl3) 7.25-7.41 (5H, m), 7.02 (1H, d, J 9.0 Hz), 6.55 (1H, d, J 9.0 Hz), 4.91 (1H, s), 4.60 (2H, d, J 5.8 Hz), 2.53 (3H, s). LCMS (ES+) 200 (M+H)+, RT 2.50 minutes (Method 2).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08242116B2 |
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| Quelldatensatz | uspto-grants-2012_08 |
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| ORD ID | ord-97edd6a3912e4bb496eba53b2e8f2b55 |
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| Quellennotiz | uspto-grants-2012_08 |
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