HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-Methyl-1H-1,2,3-triazole → 3-chloro-6-(1-methyl-1H-1,2,3-triazol-5-yl)isoquinoline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-Methyl-1H-1,2,3-triazole | HCID 140119 | — |
| Edukt | Potassium Acetate | HCID 517044 | — |
| Edukt | 6-Bromo-3-chloroisoquinoline | HCID 22607530 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Dimethylacetamide | HCID 31374 | — |
| Lösungsmittel | Sodium chloride; water | HCID 57417360 | — |
| Produkt | 3-chloro-6-(1-methyl-1H-1,2,3-triazol-5-yl)isoquinoline | HCID 89995573 | 31,1% |
Reaktionsschritte
A suspension of 6-bromo-3-chloroisoquinoline (60 mg, 0.25 mmol), 1-methyl-1H-1,2,3-triazole (41 mg, 0.50 mmol), Pd(OAc)2 (2.22 mg, 9.9 umol) and KOAc (49 mg, 0.50 mmol) in DMA (4 mL) was stirred at 1500 under microwave irradiation for 60 minutes. The reaction mixture was diluted with brine and extracted with EtOAc. The combined organic layers were washed with water and dried with Na2SO4 and concentrated in vacuo. The residue was purified using Biotage silica gel column chromatography eluting with 40% EtOAc in cyclohexane to afford the title compound as a white solid (19 mg, 31%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09334286B2 |
| Quelldatensatz | uspto-grants-2016_05 |
| ORD ID | ord-16cd4f16f240487fbcf5049959197323 |
| Quellennotiz | uspto-grants-2016_05 |