![](/CAS/20180702/GIF/1196886-06-2.gif)
4-(Benzyloxy)-6-chloro-2-(methylthio)pyrimidin-5-amine synthesis
- Product Name:4-(Benzyloxy)-6-chloro-2-(methylthio)pyrimidin-5-amine
- CAS Number:1196886-06-2
- Molecular formula:C12H12ClN3OS
- Molecular Weight:281.76
![4,6-Dichloro-2-(methylthio)-5-pyrimidineamine](/CAS/20140602/GIF/CB62697800.gif)
333388-03-7
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$90.00/50mg
![Benzyl alcohol](/CAS/GIF/100-51-6.gif)
100-51-6
1383 suppliers
$5.00/100g
![4-(Benzyloxy)-6-chloro-2-(methylthio)pyrimidin-5-amine](/CAS/20180702/GIF/1196886-06-2.gif)
1196886-06-2
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Yield:1196886-06-2 94%
Reaction Conditions:
with sodium hydride in tetrahydrofuran at 0 - 20;Inert atmosphere;
Steps:
II-1.3
To a solution of phenylmethanol (1.8 g, 16.67 mmol) in THF (40 ml) under N2 was added NaH (680 mg, 17.00 mmol, 60%) at 0 0C and then a solution of 4,6-dichloro-2- (methylthio) pyrimidin-5-amine (3 g, 14.35 mmol) in THF (40 mL). The resulting solution was stirred for overnight at room temperature. The reaction mixture was then quenched by the adding 100 mL of H2O/ice. The resulting solution was extracted with 3 x 200 mL of EtOAc and the organic layers were combined. The resulting mixture was washed with 2 x 200 mL OfH2O and with 100 mL of saturated NaCl. The mixture was dried over Na2SO4 and concentrated by evaporation under vacuum. The residue was purified through a silica gel column with EtOAc/PE (1 : 20), resulted in 3.5 g (94%) of 4-(benzyloxy)-6-chloro-2- (methylthio) pyrimidin-5-amine as a yellow solid. 1H NMR (300 MHz, CDCl3) δ 2.52 (3H, s), 3.97 (2H, s), 5.45 (2H, s), 7.35-7.45 (5H, m).
References:
WO2009/139834,2009,A1 Location in patent:Page/Page column 88