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9H-Purine, 6-broMo-8-(2,6-dichlorophenyl)- synthesis

2synthesis methods
-

Yield:1227958-56-6 57%

Reaction Conditions:

with phosphorus(V) oxybromide in acetonitrile at 150; for 0.666667 h;

Steps:

216.1

To a 100 mL round bottom flask was charged 8-(2,6-dichlorophenyl)-9H-purin-6-ol(1.0 g, 3.56 mmol), followed by anhydrous acetonitrile (6.34 mL), POBr3 (3.34 g, 10.67 mmol) was added dropwise, and the mixture was heated at 150 °C for 40 min before being cooled to 23 °C. The mixture was carefully poured into ice water (20 mL), and then extracted with EtOAc (3 x 20 mL). Combined organics were dried over Na2S04, concentrated and purified by silica gel column chromatography (30% EtOAc/petroleum ether) to give pure 6- bromo-8-(2,6-dichloroφhenyl)-9H-purine (700 mg, 57% yield). *H NMR (DMSO-de, 400 MHz) δ 14.51 (s, 1H), 8.80 (s, 1H), 7.78-7.69 (m, 3H). LCMS(ESI) m/z: 344.9 [M+H+].

References:

WO2011/113802,2011,A2 Location in patent:Page/Page column 165