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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2251994Erstellt: 25. Oktober 2026

Water → {2-[1-(3,5-bis-trifluoromethyl-benzyl)-5-pyridin-4-yl-1H-[1,2,3]triazol-4-yl]-pyridin-3-yl}-(2-chloro-phenyl)-methanol

https://huagongshe.com/reaction/2251994

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTradipitantHCID 9916461—
EduktAluminium lithium hydrideHCID 21226445—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt{2-[1-(3,5-bis-trifluoromethyl-benzyl)-5-pyridin-4-yl-1H-[1,2,3]triazol-4-yl]-pyridin-3-yl}-(2-chloro-phenyl)-methanolHCID 1017529969%

Reaktionsschritte

Add LiAlH4 (2.6 mL, 2.6 mmol, 1.0 M in THF) dropwise to a stirred solution of {2-[1-(3,5-bis-trifluoromethyl-benzyl)-5-pyridin-4-yl-1H-[1,2,3]triazol-4-yl]-pyridin-3-yl}-(2-chloro-phenyl)-methanone (1.28 g, 2.18 mmol) in THF (20 mL, anhydrous) at RT. After 15 min, add water (2.6 mL) dropwise with rapid stirring to quench. Add 1N NaOH solution (2.6 mL) dropwise, followed by dropwise addition of water (7.8 mL). Filter out solids and rinse with THF. Concentrate, dissolve in CH2Cl2, wash with saturated NaHCO3 solution (2×), dry over MgSO4 and concentrate. Purify the solid by flash chromatography on silica gel eluting with 0-15% ACN/Et2O to afford the title compound (882 mg, 69%); MS(IS) 590 (M+1); TLC: Rf=0.32 (7.5% EtOH/CHCl3).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07320994B2
Quelldatensatzuspto-grants-2008_01
ORD IDord-4e666f0fbc7d413b9c50ebc4b5ca6971
Quellennotizuspto-grants-2008_01