تفاعل #508484

معادلة التفاعل

N-mesylpiperazine

dimethyl sulfoxide

5-[8-chloro-9-(cyclopropylmethyl)-6-morpholin-4-yl-9H-purin-2-yl]pyrimidin-2-amine

N-mesylpiperazine

→

title compound

المردود 68.0%

5-{9-(Cyclopropylmethyl)-8-[4-(methylsulfonyl)piperazin-1-yl]-6-morpholin-4-yl-9H-purin-2-yl}pyrimidin-2-amine

المردود 68.0%

المذيبات

dichloromethane methanol

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe resulting mixture was further stirred at 140° C. for 3 hours
2. 2
   workup.WAITThe reaction mixture was left
3. 3
   درجة الحرارةto cool
4. 4
   غسيلwashed with saturated aqueous sodium hydrogen carbonate solution
5. 5
   تجفيفThe organic layer was dried over anhydrous sodium sulfate
6. 6
   ترشيحthe reaction mixture was filtrated
7. 7
   تركيزthe filtrate was concentrated under reduced pressure
8. 8
   أخرىthe resulting residue was purified by preparative thin layer silica gel chromatography (dichloromethane:methanol=15:1)

الإجراء التجريبي

A dimethyl sulfoxide solution (1.0 ml) of 5-[8-chloro-9-(cyclopropylmethyl)-6-morpholin-4-yl-9H-purin-2-yl]pyrimidin-2-amine (101.9 mg, 0.26 mmol) and N-mesylpiperazine (125.8 mg, 0.77 mmol) was heated at 140° C. and stirred for 4 hours followed by the addition of N-mesylpiperazine (83.8 mg, 0.51 mmol) and the resulting mixture was further stirred at 140° C. for 3 hours. The reaction mixture was left standing to cool followed by the addition of dichloromethane-methanol (10:1) and washed with saturated aqueous sodium hydrogen carbonate solution. The organic layer was dried over anhydrous sodium sulfate, the reaction mixture was filtrated, then the filtrate was concentrated under reduced pressure, and the resulting residue was purified by preparative thin layer silica gel chromatography (dichloromethane:methanol=15:1) to give the title compound (89.2 mg, 68%) as a white solid.

المصدر