반응 #626983

반응 방정식

N-[5-(6-chloroimidazo[2,1-f]pyridazin-2-yl)-2-methyl-phenyl]-2,2-dimethyl-propanamide

tert-butyl xphos

sodium tert-butoxide

3,4,5-trimethoxybenzylamine

→

title compound

수율 40.0%

N-(2-methyl-5-(6-(3,4,5-trimethoxybenzylamino)imidazo[1,2-b]pyridazin-2-yl)phenyl)pivalamide

수율 40.0%

용매

Toluene

반응 조건

후처리

1. 1
   기타the vial is purged with N2
2. 2
   여과The reaction mixture is filtered through celite
3. 3
   세척washed with 1:1:0.1 CH2Cl2
4. 4
   농축EtOAc:MeOH and concentrated onto celite
5. 5
   기타purified by silica gel chromatography (0-100% 1:1:0.1 CH2Cl2:EtOAc:MeOH)

실험 절차

A 40-mL vial is charged with N-[5-(6-chloroimidazo[2,1-f]pyridazin-2-yl)-2-methyl-phenyl]-2,2-dimethyl-propanamide (1.0285 g, 3 mmol), tert-butyl xphos (0.255 g, 0.6 mmol), sodium tert-butoxide (0.577 g, 6 mmol), and bis(dibenzylideneacetone)palladium(0) (0.172 g, 0.3 mmol) and the vial is purged with N2. Toluene (16 mL) and 3,4,5-trimethoxybenzylamine (1.54 mL, 9 mmol) is added and the mixture heated at 100° C. for 1 hr. The reaction mixture is filtered through celite, washed with 1:1:0.1 CH2Cl2:EtOAc:MeOH and concentrated onto celite, and purified by silica gel chromatography (0-100% 1:1:0.1 CH2Cl2:EtOAc:MeOH) to afford the title compound (0.604 g). LCMS (m/z)=504.6 [M+H]+, tR=2.31 min.

출처