تفاعل #67091

معادلة التفاعل

6-bromo-1-[(4-methylphenyl)sulfonyl]-4-[5-(4-morpholinylmethyl)-1,3,4-oxadiazol-2-yl]-1H-indazole

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

tripotassium phosphate

→

title compound

المردود 29.8%

6-(1H-Indol-4-yl)-1-[(4-methylphenyl)sulfonyl]-4-[5-(4-morpholinylmethyl)-1,3,4-oxadiazol-2-yl]-1H-indazole

المردود 29.8%

المذيبات

water

1,4-dioxane

water

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted into ethyl acetate (2×30 ml)
2. 2
   غسيلThe combined extracts were washed with water (30 ml)
3. 3
   أخرىdried (frit)
4. 4
   أخرىevaporated
5. 5
   أخرىThe residual solid was purified on a silica (5 g) cartridge
6. 6
   أخرىThe appropriate fractions were evaporated to dryness

الإجراء التجريبي

A stirred mixture of 6-bromo-1-[(4-methylphenyl)sulfonyl]-4-[5-(4-morpholinylmethyl)-1,3,4-oxadiazol-2-yl]-1H-indazole (75 mg, 0.145 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (52.8 mg, 0.217 mmol), 1,1′-bis(diphenylphosphino)-ferrocene palladium dichloride (5.29 mg, 7.23 μmol) and tripotassium phosphate (92 mg, 0.434 mmol) in 1,4-dioxane (2 ml) and water (0.2 ml) was heated at 100° C. in the microwave (Biotage initiator) for 30 mins. The mixture was poured into water (40 ml) and extracted into ethyl acetate (2×30 ml). The combined extracts were washed with water (30 ml), dried (frit) and evaporated. The residual solid was purified on a silica (5 g) cartridge using ether and ethyl acetate/ether (2:1) as the eluent. The appropriate fractions were evaporated to dryness to give the title compound as a cream coloured solid (24 mg).

المصدر