Reaktion #42114

Reaktionsgleichung

chloroacetyl chloride

product

6-(2-chlorophenyl)-5-(4-chlorophenyl)-2-(isobutylamino)pyridine-3-carbonitrile

MeMgBr

→

2-chloro-N-(6-(2-chlorophenyl)-5-(4-chlorophenyl)-3-cyanopyridin-2-yl)-N-isobutylacetamide

Lösungsmittel

EtOAc

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe reaction stirred about 7 hours
2. 2
   Waschenwashed with 2 M aqueous HCl and brine
3. 3
   EinengenThe dried solution (Na2SO4) was concentrated
4. 4
   Sonstigepurified via flash chromatography on silica gel gradient
5. 5
   Wascheneluted with 0-15% EtOAc in hexane affording the title compound

Vorschrift

To the product of Step A EXAMPLE 27 (300 mg) in THF (5.0 mL) was added MeMgBr (0.92 mL, 1.4 M solution in toluene/THF 3:1) at 0° C. The reaction stirred for 5 minutes before adding chloroacetyl chloride (0.08 mL). The reaction stirred about 7 hours and was diluted with EtOAc, washed with 2 M aqueous HCl and brine. The dried solution (Na2SO4) was concentrated and purified via flash chromatography on silica gel gradient eluted with 0-15% EtOAc in hexane affording the title compound. HPLC/MS: 471.9 (M+1), 473.9 (M+3); Rt=4.32 min.

Quelle