تفاعل #67119

معادلة التفاعل

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

acetyl chloride

acetyl chloride

→

title compound

المردود 31.1%

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

المردود 31.1%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   workup.WAITleft
2. 2
   درجة الحرارةthe reaction mixture heated for a further 40 mins at 120° C
3. 3
   أخرىThe solvent was removed
4. 4
   أخرىthe residue purified by column chromatography, on a silica cartridge (20 g)
5. 5
   غسيلeluting with 0-100% ethyl acetate/cyclohexane

الإجراء التجريبي

N-{2-Chloro-5-[1-[(4-methylphenyl)sulfonyl]-4-(1H-tetrazol-5-yl)-1H-indazol-6-yl]-3-pyridinyl}methanesulfonamide (50 mg, 0.092 mmol) and acetyl chloride (8.48 μl, 0.119 mmol) were placed in toluene (2 ml) and left to stand for 10 mins before heating under microwave irradiation at 120° C. for 40 mins. Additional acetyl chloride (8.48 μl, 0.119 mmol) was added and the reaction mixture heated for a further 40 mins at 120° C. The solvent was removed and the residue purified by column chromatography, on a silica cartridge (20 g) eluting with 0-100% ethyl acetate/cyclohexane followed by 0-20% methanol to give the title compound as a white solid (16 mg).

المصدر