4-BROMO-6-(1H)INDAZOLE CARBOXYLIC ACID
Uses- Product Name
- 4-BROMO-6-(1H)INDAZOLE CARBOXYLIC ACID
- CAS No.
- 885520-26-3
- Chemical Name
- 4-BROMO-6-(1H)INDAZOLE CARBOXYLIC ACID
- Synonyms
- 4,7-difluoroindazole;1H-Indazole, 4,6-difluoro-;4-BROMO-6-(1H)INDAZOLE CARBOXYLIC ACID
- CBNumber
- CB5771677
- Molecular Formula
- C7H4F2N2
- Formula Weight
- 154.12
- MOL File
- Mol file
4-BROMO-6-(1H)INDAZOLE CARBOXYLIC ACID Property
- storage temp.
- Sealed in dry,Room Temperature
- Appearance
- Off-white to light brown Solid
Safety
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- D456235
- Product name
- 4,6-Difluoro-1H-indazole
- Packaging
- 5g
- Price
- $60
- Updated
- 2021/12/16
- Product number
- D456235
- Product name
- 4,6-Difluoro-1H-indazole
- Packaging
- 25g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- D456235
- Product name
- 4,6-Difluoro-1H-indazole
- Packaging
- 2.5g
- Price
- $45
- Updated
- 2021/12/16
- Product number
- FD167416
- Product name
- 4,6-Difluoro-1H-indazole
- Packaging
- 250mg
- Price
- $275
- Updated
- 2021/12/16
- Product number
- FD167416
- Product name
- 4,6-Difluoro-1H-indazole
- Packaging
- 500mg
- Price
- $450
- Updated
- 2021/12/16
4-BROMO-6-(1H)INDAZOLE CARBOXYLIC ACID Chemical Properties,Usage,Production
Uses
4,6-Difluoro-1H-indazole is a heterocyclic organic compound that can be used as a pharmaceutical intermediate.
Synthesis
58551-83-0
885520-26-3
General procedure for the synthesis of 4,6-difluoro-1H-indazoles from 2,4,6-trifluorobenzaldehyde: Step 1: Synthesis of 4,6-difluoro-1H-indazole 2,4,6-Trifluorobenzaldehyde (0.80 g, 5.0 mmol) was dissolved in 1,2-dimethoxyethane (10 mL) and potassium carbonate (1.04 g, 7.5 mmol) and O-methylhydroxylamine hydrochloride (438 mg, 5.25 mmol) were added sequentially. The reaction mixture was heated at 50 °C for 5 h. After cooling to room temperature, it was filtered and washed with dichloromethane. The filtrate was concentrated and the residue was redissolved in 1,2-dimethoxyethane (10 mL) and hydrazine (0.17 mL, 5.5 mmol) was added. The reaction mixture was heated at 100 °C for 1.5 h. Hydrazine (0.17 mL, 5.5 mmol) was added and heating was continued for 30 min. After completion of the reaction, it was cooled to room temperature, poured into water and extracted with ethyl acetate. The organic layer was washed sequentially with saturated LiCl solution and brine, dried over MgSO4 and concentrated. The residue was purified by silica gel column chromatography (eluent: 20% to 50% EtOAc/heptane) to afford 358 mg (47% yield) of 4,6-difluoro-1H-indazole as a light yellow solid. 1H NMR (DMSO-d6, 300 MHz) δ (ppm): 13.47 (br.s, 1H), 8.19 (s, 1H), 7.22 (d, J = 9.1 Hz, 1H), 6.96 (td, J = 10.0, 1.9 Hz, 1H).
References
[1] Patent: WO2013/30138, 2013, A1. Location in patent: Page/Page column 237; 238
4-BROMO-6-(1H)INDAZOLE CARBOXYLIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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