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CasNo: 500011-86-9
Molecular Formula: C9H5BrClN3O2
3-Bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid is an organic compound that features a complex structure with multiple functional groups. It contains a pyrazole ring, a five-membered aromatic heterocycle with nitrogen atoms at the 1 and 2 positions, which is substituted with a bromine atom at the 3 position and a carboxylic acid group at the 5 position. Additionally, this pyrazole ring is linked to a 3-chloropyridine moiety, which is a six-membered aromatic ring with nitrogen at the 2 position and a chlorine atom at the 3 position. This compound likely has interesting chemical properties due to the presence of both electron-donating and electron-withdrawing groups, making it potentially useful in various chemical reactions and applications, particularly in the field of medicinal chemistry where such heterocyclic structures are common in bioactive molecules.
In searching for novel insecticidal lead...
: The present invention relates to the p...
Described herein are novel methods of sy...
Described herein are novel methods of sy...
Described herein are novel methods of sy...
3-bromo-1-(3-chloropyridine-2-yl)-1H-pyrazole-5-carboxylic acid methyl ester
3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide; In toluene; at 80 - 85 ℃; for 2h;
|
97% |
|
|
With sodium hydroxide; In water; at 80 ℃; for 2h; Inert atmosphere;
|
|
With methanol; sodium hydroxide; at 20 ℃; for 1h;
|
|
With sodium hydroxide; In toluene; at 80 - 85 ℃;
|
|
With sodium hydroxide; In toluene; at 80 - 85 ℃; for 2h;
|
|
With sodium hydroxide; In toluene; at 60 ℃; for 3h;
|
16.1 g |
2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine
carbon dioxide
3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid
Conditions | Yield |
---|---|
2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine; With methylmagnesium bromide; diisopropylamine; In tetrahydrofuran; at 0 ℃; for 2.5h;
carbon dioxide; at 20 ℃; for 1h;
|
95% |
2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;
carbon dioxide; In tetrahydrofuran; Further stages.;
|
87% |
2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;
carbon dioxide; In tetrahydrofuran; at -78 - -20 ℃;
|
59% |
2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine; With lithium diisopropyl amide; In tetrahydrofuran; at -76 - -71 ℃; for 0.25h;
carbon dioxide; In tetrahydrofuran; at -76 - -57 ℃; for 0.166667h;
|
|
2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine; With lithium diisopropyl amide; In tetrahydrofuran; at -76 - -71 ℃; for 0.25h;
carbon dioxide; In tetrahydrofuran; at -57 ℃; for 0.166667h;
With hydrogenchloride; In water;
|
|
2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine; With lithium diisopropyl amide; In tetrahydrofuran; at -76 ℃; for 0.25h;
carbon dioxide; In tetrahydrofuran; at -76 - -57 ℃; for 0.166667h;
|
|
2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 ℃;
carbon dioxide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 - 20 ℃; for 1h;
With water; sodium hydroxide; In tetrahydrofuran; n-heptane; ethylbenzene; at 20 ℃; pH=10 - 12;
|
|
2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine; With lithium diisopropyl amide; In tetrahydrofuran; at -76 ℃; for 0.25h;
carbon dioxide; In tetrahydrofuran; at -76 - -57 ℃; for 0.166667h;
|
|
2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine; With lithium diisopropyl amide; In tetrahydrofuran; at -76 - -71 ℃; for 0.25h;
carbon dioxide; In tetrahydrofuran; at -76 - -57 ℃; for 0.166667h;
|
27.7 g |
2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine; With lithium diisopropyl amide; In tetrahydrofuran; at 76 ℃; for 0.25h;
carbon dioxide; at 20 - 57 ℃;
|
27.7 g |
2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine; With methylmagnesium chloride; diisopropylamine; In tetrahydrofuran; at 0 ℃; for 2.5h;
carbon dioxide; In tetrahydrofuran; at 20 - 40 ℃;
|
30 g |
2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine; With methylmagnesium chloride; diisopropylamine; lithium chloride; In tetrahydrofuran; toluene; at 5 - 15 ℃; for 6.75h;
carbon dioxide; In tetrahydrofuran; toluene; for 0.25h; Reagent/catalyst; Temperature; Solvent;
|
46 g |
2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine
carbon dioxide
5-bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carboxylic acid ethyl ester
3-bromo-1-(3-chloropyridine-2-yl)-1H-pyrazole-5-carboxylic acid methyl ester
2-[1-(3-chloropyridine-2-yl)-3-bromo-1H-pyrazole-5-yl]-6-iodo-8-methyl-4H-3,1-benzoxazine-4-one
rynaxypyr
cyantraniliprole
C22H18Br3ClN6O4