تفاعل #67144

معادلة التفاعل

sodium hydroxide

N-(2-Chloro-5-{4-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-1-[(4-methylphenyl)sulfonyl]-1H-indazol-6-yl}-3-pyridinyl)methanesulfonamide

morpholine

morpholine

→

title compound

المردود 20.0%

N-(2-Chloro-5-{4-[5-(4-morpholinylmethyl)-1,3,4-oxadiazol-2-yl]-1H-indazol-6-yl}-3-pyridinyl)methanesulfonamide

المردود 20.0%

المذيبات

isopropanol

ظروف التفاعل

المعالجة

1. 1
   أخرىthe residue purified by chromatography on a silica gel (20 g) cartridge
2. 2
   غسيلeluting with 0-25% methanol in dichloromethane over 30 mins
3. 3
   أخرىThe solvent was removed in vacuo
4. 4
   غسيلeluted with methanol
5. 5
   أخرىThe residue was purified by Mass Directed Automated Preparative HPLC (Method B)

الإجراء التجريبي

N-(2-Chloro-5-{4-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-1-[(4-methylphenyl)sulfonyl]-1H-indazol-6-yl}-3-pyridinyl)methanesulfonamide (30 mg, 0.051 mmol) and morpholine (1 ml, 11.48 mmol) were placed a vial and heated in a microwave at 90° C. for 15 mins. The morpholine was blown off under a stream of nitrogen and the residue suspended in isopropanol (2 ml) and 2M sodium hydroxide (1 ml) added. The mixture was stirred at room temperature for 2 h. The solvent was blown off and the residue purified by chromatography on a silica gel (20 g) cartridge, eluting with 0-25% methanol in dichloromethane over 30 mins. The solvent was removed in vacuo and the residue loaded onto a SCX (10 g) cartridge and eluted with methanol and then 2M ammonia in methanol. The residue was purified by Mass Directed Automated Preparative HPLC (Method B) to give the title compound as a white solid (5 mg).

المصدر