Реакция #67119

Уравнение реакции

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

Выход 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

Выход 31.1%

Растворители

toluene

Условия реакции

Обработка

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

Методика

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).

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