Reaktion #421295

Reaktionsgleichung

2,4-dichloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidine

morpholine

N,N-diisopropylethylamine

→

4-(2-chloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-yl)morpholine

Ausbeute 94.0%

Lösungsmittel

N,N-dimethylformamide

diethyl ether ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe organic layer was washed with 1:1 water/brine (3×) and brine (1×)
2. 2
   Trocknendried over Na2SO4
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated in vacuo
5. 5
   SonstigeThe crude product was purified by silica gel chromatography

Vorschrift

A mixture of 2,4-dichloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidine (1.25 g, 6.19 mmol), morpholine (1.08 mL, 12.37 mmol), and N,N-diisopropylethylamine (2.37 mL, 13.61 mmol) in N,N-dimethylformamide (36 mL) was stirred at RT under N2 for 15 h. The reaction mixture was diluted with 1:1 diethyl ether/ethyl acetate, and the organic layer was washed with 1:1 water/brine (3×) and brine (1×), dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was purified by silica gel chromatography to give 1.47 g (94.0%) of 4-(2-chloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-yl)morpholine as a white solid. MS(ESI) m/z: 253.1/255.1 [M+1]−.

Quelle