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1000342-95-9

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1000342-95-9 Usage

General Description

6-(Trifluoromethyl)-4-bromo indazole is a chemical compound that belongs to the indazole class of chemicals. It is known for its trifluoromethyl and bromo functional groups, which impart unique properties to the molecule. It can be used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals due to its reactivity and potential for forming diverse chemical bonds. Additionally, it is utilized in research and development for the creation of new materials and compounds with specific applications in the fields of medicine, agriculture, and materials science. Overall, 6-(trifluoromethyl)-4-bromo indazole is a versatile compound with potential for a wide range of industrial and scientific applications.

Check Digit Verification of cas no

The CAS Registry Mumber 1000342-95-9 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,0,0,3,4 and 2 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1000342-95:
(9*1)+(8*0)+(7*0)+(6*0)+(5*3)+(4*4)+(3*2)+(2*9)+(1*5)=69
69 % 10 = 9
So 1000342-95-9 is a valid CAS Registry Number.

1000342-95-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Bromo-6-(trifluoromethyl)-1H-indazole

1.2 Other means of identification

Product number -
Other names 6-(Trifluoromethyl)-4-bromo indazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1000342-95-9 SDS

1000342-95-9Synthetic route

3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

4-bromo-1-(tetrahydro-2H-pyran-2-yl)-6-(trifluoromethyl)-1H-indazole
1425932-71-3

4-bromo-1-(tetrahydro-2H-pyran-2-yl)-6-(trifluoromethyl)-1H-indazole

Conditions
ConditionsYield
With toluene-4-sulfonic acid In tetrahydrofuran for 18h; Inert atmosphere; Reflux;78%
(6-chloro-2-methylpyridin-3-yl)boronic acid
913836-15-4

(6-chloro-2-methylpyridin-3-yl)boronic acid

4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

4-(6-chloro-2-methylpyridin-3-yl)-6-(trifluoromethyl)-1H-indazole
1454300-95-8

4-(6-chloro-2-methylpyridin-3-yl)-6-(trifluoromethyl)-1H-indazole

Conditions
ConditionsYield
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
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)-1H-indazole
1454300-91-4

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)-1H-indazole

Conditions
ConditionsYield
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
221006-63-9

(2-methoxy-5-(methoxycarbonyl)phenyl)boronic acid

4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

methyl 4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzoate
1454296-45-7

methyl 4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzoate

Conditions
ConditionsYield
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
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

3-(dihydroxyboranyl)benzene-1-sulfonamide

3-(dihydroxyboranyl)benzene-1-sulfonamide

3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide
1454297-58-5

3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide

Conditions
ConditionsYield
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
1032759-30-0

N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine-2-amine

4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

trifluoroacetic acid
76-05-1

trifluoroacetic acid

N,N-dimethyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-aminne trifluoroacetate

N,N-dimethyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-aminne trifluoroacetate

Conditions
ConditionsYield
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
1015480-87-1

(3,6-dimethoxypyridazin-4-yl)boronic acid

4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

trifluoroacetic acid
76-05-1

trifluoroacetic acid

4-(3,6-dimethoxypyridazin-4-yl)-6-(trifluoromethyl)-1H-indazole trifluoroacetate

4-(3,6-dimethoxypyridazin-4-yl)-6-(trifluoromethyl)-1H-indazole trifluoroacetate

Conditions
ConditionsYield
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
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

(1-(tetrahydro-2H-pyran-2-yl)-6-(trifluoromethyl)-1H-indazol-4-yl)methanamine
1425932-73-5

(1-(tetrahydro-2H-pyran-2-yl)-6-(trifluoromethyl)-1H-indazol-4-yl)methanamine

Conditions
ConditionsYield
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
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

1-(tetrahydro-2H-pyran-2-yl)-6-(trifluoromethyl)-1H-indazole-4-carbonitrile
1425932-72-4

1-(tetrahydro-2H-pyran-2-yl)-6-(trifluoromethyl)-1H-indazole-4-carbonitrile

Conditions
ConditionsYield
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
1072945-86-8

(6-(methoxycarbonyl)pyridin-3-yl)boronic acid

4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

trifluoroacetic acid
76-05-1

trifluoroacetic acid

methyl 5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinatetrifluoroacetate

methyl 5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinatetrifluoroacetate

Conditions
ConditionsYield
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;
4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

4-(2,4-dimethoxypyrimidin-5-yl)-6-(trifluoromethyl)-1H-indazole trifluoroacetate

4-(2,4-dimethoxypyrimidin-5-yl)-6-(trifluoromethyl)-1H-indazole trifluoroacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 2 h / 100 °C / Microwave irradiation; Sealed tube
2: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.83 h / 130 °C / Inert atmosphere; Microwave irradiation
View Scheme
4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

4-(2,4-dimethoxypyrimidin-5-yl)-6-(trifluoromethyl)-1H-indazole formate

4-(2,4-dimethoxypyrimidin-5-yl)-6-(trifluoromethyl)-1H-indazole formate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 2 h / 100 °C / Microwave irradiation; Sealed tube
2: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 1 h / 130 °C / Microwave irradiation
View Scheme
4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

6-amino-3-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-4(3H)-one trifluoroacetate

6-amino-3-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-4(3H)-one trifluoroacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 2 h / 100 °C / Microwave irradiation; Sealed tube
2.1: sodium hydrogencarbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.75 h / 140 °C / Microwave irradiation
2.2: 0.07 h
View Scheme
4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

(1-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-5-yl)methanol trifluoroacetate

(1-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-5-yl)methanol trifluoroacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 2 h / 100 °C / Microwave irradiation; Sealed tube
2.1: sodium hydrogencarbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.75 h / 140 °C / Microwave irradiation
2.2: 0.1 h
View Scheme
4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinamide trifluoroacetate

5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinamide trifluoroacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 2 h / 100 °C / Microwave irradiation; Sealed tube
2.1: sodium hydrogencarbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.75 h / 140 °C / Microwave irradiation
2.2: 0.1 h
View Scheme
4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

2-methyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-4-amine trifluoroacetate

2-methyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-4-amine trifluoroacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 2 h / 100 °C / Microwave irradiation; Sealed tube
2.1: sodium hydrogencarbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.75 h / 140 °C / Microwave irradiation
2.2: 0.08 h
View Scheme
4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

N-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-4-carboxamide
1454296-28-6

N-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-4-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 2 h / 100 °C / Microwave irradiation; Sealed tube
2: sodium hydrogencarbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.75 h / 140 °C / Microwave irradiation
View Scheme
4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-amine trifluoroacetate

6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-amine trifluoroacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 2 h / 100 °C / Microwave irradiation; Sealed tube
2: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2.5 h / 130 °C / Microwave irradiation
View Scheme
4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

2-methoxy-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-4-amine trifluoroacetate

2-methoxy-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-4-amine trifluoroacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 2 h / 100 °C / Microwave irradiation; Sealed tube
2.1: sodium hydrogencarbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.75 h / 140 °C / Microwave irradiation
2.2: 0.08 h
View Scheme
4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

N-(6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)methanesulfonamide trifluoroacetate

N-(6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)methanesulfonamide trifluoroacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 2 h / 100 °C / Microwave irradiation; Sealed tube
2.1: sodium hydrogencarbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.75 h / 140 °C / Microwave irradiation
2.2: 0.13 h
View Scheme
4-bromo-6-(trifluoromethyl)-1H-indazole
1000342-95-9

4-bromo-6-(trifluoromethyl)-1H-indazole

morpholino(5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)methanone trifluoroacetate'

morpholino(5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)methanone trifluoroacetate'

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 2 h / 100 °C / Microwave irradiation; Sealed tube
2.1: sodium hydrogencarbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.75 h / 140 °C / Microwave irradiation
2.2: 0.08 h
View Scheme

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