Reaktion #58721

Reaktionsgleichung

3-aminopyridine

Cs2CO3

compound 9

6-(3-methoxyphenyl)-2-(2-morpholin-4-yl-2-oxoethyl)pyrimidin-4-yl (trifluoromethyl)sulfonate

→

2-[6-(3-methoxyphenyl)-4-(3-pyridylamino)pyrimidin-2-yl]-1-morpholin-4-ylethan-1-one

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA round bottom flask, oven dried
2. 2
   SonstigeThe flask is purged with N2 for about 5-10 min
3. 3
   SonstigeThe flask is equipped with a reflux condenser
4. 4
   Sonstigepurged again with N2 for 5 min
5. 5
   Temperaturthe reaction mixture is refluxed overnight
6. 6
   Sonstigethe solvent is evaporated under reduced pressure
7. 7
   WaschenThe residue is washed with water (x2)
8. 8
   Sonstigetriturated with methanol

Vorschrift

A round bottom flask, oven dried and kept under N2 atmosphere is charged with Cs2CO3 (1.4 eq), Pd(OAc)2 (5 mol %), and S-(−)-BINAP (7.5 mol %). The flask is purged with N2 for about 5-10 min and a solution of compound 9 (1 eq) in dry THF is added via a syringe, followed by 3-aminopyridine (2 eq) in one portion. The flask is equipped with a reflux condenser, purged again with N2 for 5 min and the reaction mixture is refluxed overnight. The reaction mixture is cooled down to room temperature and the solvent is evaporated under reduced pressure. The residue is washed with water (x2) and triturated with methanol to afford the desired 2-[6-(3-methoxyphenyl)-4-(3-pyridylamino)pyrimidin-2-yl]-1-morpholin-4-ylethan-1-one 10.

Quelle