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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 523055Erstellt: 25. Oktober 2026

1-Methyl-1H-1,2,3-triazole → 3-chloro-6-(1-methyl-1H-1,2,3-triazol-5-yl)isoquinoline

https://huagongshe.com/reaction/523055

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Methyl-1H-1,2,3-triazoleHCID 140119—
EduktPotassium AcetateHCID 517044—
Edukt6-Bromo-3-chloroisoquinolineHCID 22607530—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDimethylacetamideHCID 31374—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt3-chloro-6-(1-methyl-1H-1,2,3-triazol-5-yl)isoquinolineHCID 8999557331,1%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09334286B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-16cd4f16f240487fbcf5049959197323
Quellennotizuspto-grants-2016_05