تفاعل #67095

معادلة التفاعل

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

chloro acetylchloride

→

title compound

المردود 23.5%

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

المردود 23.5%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe temperature was increased to 115° C.
2. 2
   درجة الحرارةthe mixture heated for 1 h
3. 3
   درجة الحرارةThe mixture was cooled to room temperature
4. 4
   أخرىthe solvent removed in vacuo
5. 5
   أخرىThis was purified by chromatography on a silica (100 g) cartridge
6. 6
   غسيلeluting with 0-100% ethyl acetate in cyclohexane

الإجراء التجريبي

N-{2-Chloro-5-[1-[(4-methylphenyl)sulfonyl]-4-(1H-tetrazol-5-yl)-1H-indazol-6-yl]-3-pyridinyl}methanesulfonamide (1.3 g, 2.385 mmol) and chloro acetylchloride (0.285 ml, 3.58 mmol) were placed in toluene (35 ml) and the mixture heated at 105° C. for 30 mins. The temperature was increased to 115° C. and the mixture heated for 1 h. The mixture was cooled to room temperature and the solvent removed in vacuo. This was purified by chromatography on a silica (100 g) cartridge eluting with 0-100% ethyl acetate in cyclohexane followed by 0-20% methanol in dichloromethane, to give the title compound as a yellow solid (0.332 g).

المصدر