Reaktion #42511

Reaktionsgleichung

methyl 2-chloro-6-methylpyrimidine-4-carboxylate

di-n-propylamine

triethylamine

→

methyl 2-(dipropylamino)-6-methylpyrimidine-4-carboxylate

Ausbeute 82.7%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 1.3 h, at which time
2. 2
   Temperaturis was cooled
3. 3
   Sonstigepartitioned between ethyl acetate
4. 4
   workup.ADDITIONa mixture of brine and aq. sodium bicarbonate
5. 5
   TrocknenThe organic layer was dried over magnesium sulfate
6. 6
   Einengenconcentrated
7. 7
   Sonstigechromatographed on silica gel

Vorschrift

A mixture of methyl 2-chloro-6-methylpyrimidine-4-carboxylate (0.411 g, 2.20 mmol), di-n-propylamine (0.668 g, 6.60 mmol), triethylamine (0.267 g, 2.64 mmol), and THF (5 ml) was stirred at room temperature for 55 min and then at reflux for 1.3 h, at which time is was cooled and partitioned between ethyl acetate and a mixture of brine and aq. sodium bicarbonate. The organic layer was dried over magnesium sulfate and concentrated and then chromatographed on silica gel using ethyl acetate-hexane (90/10) to give methyl 2-(dipropylamino)-6-methylpyrimidine-4-carboxylate (0.457 g) as a pale yellow liquid.

Quelle