Реакция #42511

Уравнение реакции

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

di-n-propylamine

triethylamine

→

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

Выход 82.7%

Растворители

THF

Условия реакции

Обработка

1. 1
   Температураat reflux for 1.3 h, at which time
2. 2
   Температураis was cooled
3. 3
   Другоеpartitioned between ethyl acetate
4. 4
   workup.ADDITIONa mixture of brine and aq. sodium bicarbonate
5. 5
   СушкаThe organic layer was dried over magnesium sulfate
6. 6
   Концентрированиеconcentrated
7. 7
   Другоеchromatographed on silica gel

Методика

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.

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