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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1666342Erstellt: 25. Oktober 2026

Triethylamine → HCID 178521836, Verbindung

https://huagongshe.com/reaction/1666342

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktEthyl AcetateHCID 8857—
Edukt2-(3-(Piperidin-4-ylidenemethyl)phenoxy)-5-(trifluoromethyl)pyridine hydrochlorideHCID 66876161—
EduktPhenyl 1H-benzo[d][1,2,3]triazol-5-ylcarbamateHCID 178521835—
LösungsmittelDimethyl SulfoxideHCID 679—
ProduktHCID 178521836HCID 17852183647%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a solution of phenyl 1H-benzo[d][1,2,3]triazol-5-ylcarbamate (0.15 g, 0.62 mmol, from Step 1) in DMSO (5 mL) was added 2-(3-piperidin-4-ylidenemethyl-phenoxy)-5-trifluoromethyl-pyridine hydrochloride (0.23 g, 0.62 mmol) (from Example 1, Step 5), followed by triethylamine (0.16 mL, 1.2 mmol). The reaction was stirred at 60° C. overnight. The reaction was cooled down and EtOAc (30 mL) was added. The organic layer was washed with water, saturated NH4Cl, and brine, dried over anhydrous Na2SO4, filtered and concentrated. Purification by column chromatography (0-5% MeOH/CH2Cl2) gave the desired compound as a foam (144 mg). MS (M+1): 495.1; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.76-8.80 (m, 1H) 8.54-8.56 (m, 1H) 8.20 (dd, 1H) 8.01-8.04 (m, 1H) 7.76-7.82 (m, 1H) 7.37-7.42 (m, 2H) 7.21 (d, 1H) 7.13 (d, 1H) 7.02-7.05 (m, 2H) 6.37-6.40 (m, 1H) 3.56 (t, 2H) 3.48 (t, 2H) 3.28-3.30 (m, 1H) 2.50-2.51 (m, 1H) 2.33-2.38 (m, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08044052B2
Quelldatensatzuspto-grants-2011_10
ORD IDord-fc2dcedb90a34263b2c1a31e5f7d4a3b
Quellennotizuspto-grants-2011_10