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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 59433Erstellt: 25. Oktober 2026

Tetrabutylammonium Fluoride → HCID 136492461, Verbindung

https://huagongshe.com/reaction/59433

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrabutylammonium FluorideHCID 2724141—
Edukt4-(5-Iodo-2-pyridyl)morpholineHCID 2795362—
Edukt5-(2-chloro-6-fluorophenyl)-2-(4-ethynylphenyl)-2,4-dihydro-3H-1,2,4-triazol-3-oneHCID 136644858—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelDimethyl SulfoxideHCID 679—
ProduktHCID 136492461HCID 13649246113,2%

Reaktionsschritte

The title compound was prepared according to the procedure described in Example-3 using 5-(2-chloro-6-fluorophenyl)-2-(4-ethynylphenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (Intermediate-2, 0.100 g, 0.319 mmol), 4-(5-iodopyridin-2-yl)morpholine (Intermediate-6, 0.139 g, 0.470 mmol), TBAF (0.201 g, 0.638 mmol), bis(triphenylphosphine)palladium(II) chloride (0.020 g, 0.028 mmol) and DMSO (3.0 mL). The obtained product was purified with column chromatography on silica gel eluting with 2.0% MeOH:DCM to afford 0.020 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 3.58-3.61 (m, 4H), 3.82-3.85 (br s, 4H), 6.64 (d, J=8.7 Hz, 1H), 7.19 (t, 0.1=8.7 Hz, 1H), 7.36-7.47 (m, 2H), 7.58 (d, J=8.4 Hz, 2H), 7.63-7.67 (m, 1H), 8.03 (d, J=9.0 Hz, 2H), 8.38 (s, 1H), 10.14 (br s, 1H); MS (m/z): 473.64 (M−H)−.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09439890B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-e84561a060dd49f3affb25bf33e7018f
Quellennotizuspto-grants-2016_09