Reacción #40554

Ecuación de reacción

6-Chloro-4-[6-trifluormethyl-1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-one

bis(pinacolato)diboron

potassium acetate

→

6-Oxo-5-[6-tri-fluoromethyl-1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-1-(2-trimethylsilanylethoxymethyl)-1,6-dihydropyridazine-3-boronic acid

Disolventes

DMSO

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solution is degassed with argon
2. 2
   FiltraciónThe reaction solution is filtered through silica gel
3. 3
   Lavadothe latter is washed with dichloromethane
4. 4
   OtroThe solvent is removed in a rotary evaporator
5. 5
   Otrothe crude product is purified by RP-HPLC (0-100% acetonitrile in water (+0.01% trifluoroacetic acid))

Procedimiento

6-Chloro-4-[6-trifluormethyl-1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-one (prepared in analogy to example 15b), bis(pinacolato)diboron, (1,1′-bis(diphenylphosphine)ferrocene)-palladium(II) chloride-dichloromethane complex and potassium acetate are dissolved in DMSO. The solution is degassed with argon and heated at 95° C. for 2.5 hours. The reaction solution is filtered through silica gel, and the latter is washed with dichloromethane. The solvent is removed in a rotary evaporator, and the crude product is purified by RP-HPLC (0-100% acetonitrile in water (+0.01% trifluoroacetic acid)). MS (ES+) m/z 585 (M+H).

Fuente