9H-?Purine, 2,?6-?dichloro-?9-?ethyl- synthesis

5synthesis methods

Product Name:9H-?Purine, 2,?6-?dichloro-?9-?ethyl-
CAS Number:190655-14-2
Molecular formula:C7H6Cl2N4
Molecular Weight:217.06

75-03-6
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5451-40-1 Synthesis

5451-40-1
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190655-14-2
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190654-80-9
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Yield:190655-14-2 82% ，190654-80-9 87%

Reaction Conditions:

Stage #1: 2,6 dichloropurinewith sodium carbonate in acetone; for 0.333333 h;Heating;Reflux;
Stage #2: ethyl iodide in acetone; for 5 h;Heating;Reflux;

Steps:

6.1

Example 66-(3-chlorophenylamino)-9-ethyl-9H-purine-2-carbonitrile (32)General procedure for the formation of 2,6-dichloro-9-alkyl-9H-purines (Step 1): 2,6-dichloro-9-ethyl-9H-purine - To a solution of 2,6-dichloro-9H-purine (2 g, 10.58 mmol) in acetone (45 ml) was added sodium carbonate (2.25 g, 21.16 mmol). The reaction vessel was equipped with a reflux condenser, and the mixture was heated under reflux conditions for 20 minutes. After that time, iodoethane (0.855 ml, 10.58 mmol) was added in one portion, and the reaction mixture was allowed to stir for 5 hrs. Upon completion, the reaction mixture was concentrated under reduced pressure and directly purified on silica column. Gradient elution with ethyl acetate (2→40%) in hexanes provided regioisomers 2,6-dichloro-9-ethyl-9H-purine and 2,6-dichloro-7-ethyl-7H-purine as pale yellow solids: yield (1.5 g, 6.91 mmol, 82 %; 0.4 g, 1.843 mmol, 87 %, respectively).

References:

WO2010/59418,2010,A1 Location in patent:Page/Page column 61-62

74-96-4 Synthesis