METHYL 6-BROMO-1H-INDAZOLE-3-CARBOXYLATE
- Product Name
- METHYL 6-BROMO-1H-INDAZOLE-3-CARBOXYLATE
- CAS No.
- 885278-42-2
- Chemical Name
- METHYL 6-BROMO-1H-INDAZOLE-3-CARBOXYLATE
- Synonyms
- 6-Bromo-3-(methoxycarbonyl)-1H-indazole;METHYL 6-BROMO-1H-INDAZOLE-3-CARBOXYLATE;6-bromo-1H-indazole-3-carboxylic acid methyl ester;1H-Indazole-3-carboxylic acid, 6-broMo-, Methyl ester
- CBNumber
- CB3101481
- Molecular Formula
- C9H7BrN2O2
- Formula Weight
- 255.07
- MOL File
- 885278-42-2.mol
METHYL 6-BROMO-1H-INDAZOLE-3-CARBOXYLATE Property
- Boiling point:
- 399.7±22.0 °C(Predicted)
- Density
- 1.709±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C(protect from light)
- pka
- 10.71±0.40(Predicted)
- Appearance
- Off-white to pink Solid
- InChI
- InChI=1S/C9H7BrN2O2/c1-14-9(13)8-6-3-2-5(10)4-7(6)11-12-8/h2-4H,1H3,(H,11,12)
- InChIKey
- FIPMZRPZSZXFGK-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=CC(Br)=C2)C(C(OC)=O)=N1
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.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- OR62001
- Product name
- Methyl6-bromo-1H-indazole-3-carboxylate
- Packaging
- 250mg
- Price
- $73
- Updated
- 2021/12/16
- Product number
- 4H23-9-Z7
- Product name
- Methyl 6-bromo-1H-indazole-3-carboxylate
- Packaging
- 250mg
- Price
- $80
- Updated
- 2021/12/16
- Product number
- M12593
- Product name
- Methyl6-bromo-1H-indazole-3-carboxylate
- Packaging
- 500mg
- Price
- $100
- Updated
- 2021/12/16
- Product number
- M12593
- Product name
- Methyl6-bromo-1H-indazole-3-carboxylate
- Packaging
- 1g
- Price
- $150
- Updated
- 2021/12/16
- Product number
- 187688
- Product name
- Methyl 6-bromo-1H-indazole-3-carboxylate
- Packaging
- 1g
- Price
- $240
- Updated
- 2021/12/16
METHYL 6-BROMO-1H-INDAZOLE-3-CARBOXYLATE Chemical Properties,Usage,Production
Chemical Properties
Methyl 6-bromo-1H-indazole-3-carboxylate is an ester compound with a molecular weight of 255.07, a density of 1.709±0.06 g/cm3 and a boiling point of 399.7 °C (760 mm Hg), which is an irritant to the skin and eyes, and is also acutely toxic.
Uses
Methyl 6-bromo-1H-indazole-3-carboxylate is an organic intermediate compound used in chemical and laboratory research, as an organic synthetic material or reaction reagent.It can be used to synthesize its downstream products (Methyl 6-bromo-1-methyl-1H-indazole 3-carboxylate) and other ester compounds.
Synthesis
67-56-1
660823-36-9
885278-42-2
Concentrated sulfuric acid (1.50 mL, 28 mmol) was slowly added to a methanolic (50 mL, 1 mol) suspension of 6-bromo-1H-indazole-3-carboxylic acid (3.00 g, 12 mmol), and the reaction mixture was heated to 90°C and held for 4 hours. After completion of the reaction, it was cooled to room temperature and the mixture was diluted with 200 mL of ethyl acetate and washed sequentially with 150 mL of saturated aqueous sodium bicarbonate and 150 mL of brine. The organic phase was dried with anhydrous sodium sulfate and concentrated under reduced pressure to give 2.42 g (76% yield) of methyl 6-bromo-1H-indazole-3-carboxylate as a yellow solid. The product was dissolved in tetrahydrofuran (50 mL), cooled to 0 °C and sodium hydride (0.417 g, 10.4 mmol) was added in batches. After stirring at 0 °C for 30 min, [β-(trimethylmethylsilyl)ethoxy]methyl chloride (1.85 mL, 10.4 mmol) was added slowly and dropwise. The reaction mixture was slowly warmed to room temperature over 90 min, excess sodium hydride was quenched by the addition of methanol and concentrated under reduced pressure. The residue was diluted with 200 mL of ethyl acetate and washed with 200 mL of brine. The aqueous phase was back-extracted with 50 mL of ethyl acetate, the organic phases were combined, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. Purification by CombiFlash Fast Chromatography System (40g silica gel column; dissolved in dichloromethane; elution gradient: 100:0 to 50:50 heptane:ethyl acetate, 30 min) gave 3.22 g (88% yield) of the target compound as a yellow oil.
References
[1] Patent: WO2013/24011, 2013, A1. Location in patent: Page/Page column 51
[2] Patent: WO2011/50245, 2011, A1. Location in patent: Page/Page column 134-135
[3] Patent: WO2011/20615, 2011, A1. Location in patent: Page/Page column 85; 86
METHYL 6-BROMO-1H-INDAZOLE-3-CARBOXYLATE Preparation Products And Raw materials
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