تفاعل #1616402

معادلة التفاعل

K3PO4

5-(4-Chloro-2-ethyl-pyridin-3-ylethynyl)-pyridin-2-ylamine

3-methoxy-4-methoxycarbonylphenyl boronic acid

X-Phos

→

title compound

4-[3-(6-Amino-pyridin-3-ylethynyl)-2-ethyl-pyridin-4-yl]-2-methoxy-benzoic acid methyl ester

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder reflux over night
2. 2
   أخرىThe solvent is removed under reduced pressure before water
3. 3
   workup.ADDITIONis added
4. 4
   ترشيحthe formed precipitate is collected by filtration
5. 5
   أخرىThe product is purified by chromatography on silica gel using a DCM/MeOH-gradient

الإجراء التجريبي

The title compound is synthesized according to general procedure GP3 starting from 1.5 g (5.0 mmol) 5-(4-Chloro-2-ethyl-pyridin-3-ylethynyl)-pyridin-2-ylamine (A-30) using 1.6 g (7.4 mmol) 3-methoxy-4-methoxycarbonylphenyl boronic acid, 135 mg (0.15 mmol) Pd2(dba)3, 354 mg (0.74 mmol) X-Phos and 2.2 g (9.4 mmol) K3PO4 in 20 mL dioxane. The reaction mixture is stirred under reflux over night. The solvent is removed under reduced pressure before water is added and the formed precipitate is collected by filtration. The product is purified by chromatography on silica gel using a DCM/MeOH-gradient. Yield: 1.07 g (56%).

المصدر