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CAS No.: | 1000342-95-9 |
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Name: | 6-(TRIFLUOROMETHYL)-4-BROMO INDAZOLE |
Molecular Structure: | |
Formula: | C8H4BrF3N2 |
Molecular Weight: | 265.032 |
Synonyms: | 6-(Trifluoromethyl)-4-bromo indazole; |
Density: | 1.830±0.06 g/cm3(Predicted) |
Boiling Point: | 309.2±37.0 °C(Predicted) |
PSA: | 28.68000 |
LogP: | 3.34420 |
3,4-dihydro-2H-pyran
4-bromo-6-(trifluoromethyl)-1H-indazole
4-bromo-1-(tetrahydro-2H-pyran-2-yl)-6-(trifluoromethyl)-1H-indazole
Conditions | Yield |
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With toluene-4-sulfonic acid In tetrahydrofuran for 18h; Inert atmosphere; Reflux; | 78% |
(6-chloro-2-methylpyridin-3-yl)boronic acid
4-bromo-6-(trifluoromethyl)-1H-indazole
4-(6-chloro-2-methylpyridin-3-yl)-6-(trifluoromethyl)-1H-indazole
Conditions | Yield |
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With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate In 1,4-dioxane; water at 140℃; for 1h; Suzuki Coupling; Sealed tube; Microwave irradiation; | 76% |
4-bromo-6-(trifluoromethyl)-1H-indazole
bis(pinacol)diborane
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)-1H-indazole
Conditions | Yield |
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With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In dimethyl sulfoxide at 100℃; for 2h; Microwave irradiation; Sealed tube; | 72% |
With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate at 100℃; Suzuki Coupling; |
(2-methoxy-5-(methoxycarbonyl)phenyl)boronic acid
4-bromo-6-(trifluoromethyl)-1H-indazole
methyl 4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzoate
Conditions | Yield |
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With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate In 1,4-dioxane; water at 140℃; for 0.75h; Suzuki Coupling; Microwave irradiation; | 71% |
4-bromo-6-(trifluoromethyl)-1H-indazole
3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide
Conditions | Yield |
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With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate In 1,4-dioxane at 140℃; for 0.333333h; Suzuki Coupling; Microwave irradiation; Sealed tube; | 69.5% |
N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine-2-amine
4-bromo-6-(trifluoromethyl)-1H-indazole
trifluoroacetic acid
Conditions | Yield |
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Stage #1: N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine-2-amine; 4-bromo-6-(trifluoromethyl)-1H-indazole With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate In 1,4-dioxane; water at 140℃; for 0.75h; Suzuki Coupling; Microwave irradiation; Stage #2: trifluoroacetic acid In water; acetonitrile for 0.133333h; | 59% |
(3,6-dimethoxypyridazin-4-yl)boronic acid
4-bromo-6-(trifluoromethyl)-1H-indazole
trifluoroacetic acid
Conditions | Yield |
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Stage #1: (3,6-dimethoxypyridazin-4-yl)boronic acid; 4-bromo-6-(trifluoromethyl)-1H-indazole With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate In 1,4-dioxane; water at 140℃; for 0.75h; Suzuki Coupling; Microwave irradiation; Stage #2: trifluoroacetic acid In water; acetonitrile for 0.108333h; | 4% |
4-bromo-6-(trifluoromethyl)-1H-indazole
(1-(tetrahydro-2H-pyran-2-yl)-6-(trifluoromethyl)-1H-indazol-4-yl)methanamine
Conditions | Yield |
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Multi-step reaction with 3 steps 1: toluene-4-sulfonic acid / tetrahydrofuran / 18 h / Inert atmosphere; Reflux 2: tetrakis(triphenylphosphine) palladium(0) / 1-methyl-pyrrolidin-2-one / 16 h / 85 °C / Inert atmosphere 3: ammonia; hydrogen / 16 h / 20 °C / 760.05 Torr View Scheme |
4-bromo-6-(trifluoromethyl)-1H-indazole
1-(tetrahydro-2H-pyran-2-yl)-6-(trifluoromethyl)-1H-indazole-4-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / tetrahydrofuran / 18 h / Inert atmosphere; Reflux 2: tetrakis(triphenylphosphine) palladium(0) / 1-methyl-pyrrolidin-2-one / 16 h / 85 °C / Inert atmosphere View Scheme |
(6-(methoxycarbonyl)pyridin-3-yl)boronic acid
4-bromo-6-(trifluoromethyl)-1H-indazole
trifluoroacetic acid
Conditions | Yield |
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Stage #1: (6-(methoxycarbonyl)pyridin-3-yl)boronic acid; 4-bromo-6-(trifluoromethyl)-1H-indazole With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate In 1,4-dioxane; water at 140℃; for 0.75h; Suzuki Coupling; Microwave irradiation; Stage #2: trifluoroacetic acid In water; acetonitrile for 0.108333h; |