HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 521567Erstellt: 25. Oktober 2026
(S)-(-)-N,alpha-Dimethylbenzylamine → (S)-methyl 3-methyl-6-(methyl (1-phenylethyl)amino)-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylate
https://huagongshe.com/reaction/521567
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | (S)-(-)-N,alpha-Dimethylbenzylamine | HCID 2060073 | — |
| Edukt | Methyl 6-chloro-3-methyl-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylate | HCID 89287517 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (S)-methyl 3-methyl-6-(methyl (1-phenylethyl)amino)-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylate | HCID 71115995 | 14,5% |
Reaktionsschritte
A mixture of compound methyl 6-chloro-3-methyl-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylate (2.0 g, 8.85 mmol) and (S)-N-methyl-1-phenylethanamine (2.39 g, 17.7 mmol) in anhydrous DMSO (20 mL) was stirred for 30 min at 130° C. under microwave condition. After cooled to room temperature, the mixture was diluted with EA (100 mL) and washed with H2O (100 mL*3). The organic layer was dried over Na2SO4, concentrated in vacuum and purified by flash column chromatography (silica-gel, DCM: MeOH=10:1) to give product (S)-methyl 3-methyl-6-(methyl (1-phenylethyl)amino)-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylate as a yellow oil (400 mg, 14.5%). LRMS (M+H+) m/z: calcd 326; found 326.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09328117B2 |
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| Quelldatensatz | uspto-grants-2016_05 |
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| ORD ID | ord-a7b5c4f4c95f444e86c1cf4bcb686957 |
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| Quellennotiz | uspto-grants-2016_05 |
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