Pyrazolo[1,5-a]pyridine-2-carboxylic acid
- Product Name
- Pyrazolo[1,5-a]pyridine-2-carboxylic acid
- CAS No.
- 63237-88-7
- Chemical Name
- Pyrazolo[1,5-a]pyridine-2-carboxylic acid
- Synonyms
- pyrazolo[1,5-a]pyridine-2-carb;2-Carboxypyrazolo[1,5-a]pyridine;2-pyrazolo[1,5-a]pyridinecarboxylic acid;Pyraxolo[1,5-a]pyridine-2-carboxylicacid;PYRAZOLO[1,5-A]PYRIDINE-2-CARBOXYLIC ACID;H-pyrazolo[1,5-a]pyridine-2-carboxylic acid;Pyrazolo[1,5-a]pyridine-2-carboxylic acid 97%+;Pyrazolo[1,5-a]pyridine-2-carboxylic acid, tech;5-HYDROXYINDOLINE-2-CARBOXYLIC ACID ETHYL ESTER;Pyrazolo[1,5-α]Pyridine-2-Carboxylic Acid≥ 99% (HPLC)
- CBNumber
- CB5230385
- Molecular Formula
- C8H6N2O2
- Formula Weight
- 162.15
- MOL File
- 63237-88-7.mol
Pyrazolo[1,5-a]pyridine-2-carboxylic acid Property
- Melting point:
- 189 °C
- Density
- 1.41±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- -3.82±0.41(Predicted)
- form
- solid
- color
- Off White
- InChI
- InChI=1S/C8H6N2O2/c11-8(12)7-5-6-3-1-2-4-10(6)9-7/h1-5H,(H,11,12)
- InChIKey
- AYGNAOBAPQNTIL-UHFFFAOYSA-N
- SMILES
- C12=CC(C(O)=O)=NN1C=CC=C2
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 22-26-36/37/39
- Hazard Note
- Harmful
- 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
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- P846515
- Product name
- Pyrazolo[1,5-a]pyridine-2-carboxylicAcid
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- OR1408
- Product name
- Pyrazolo[1,5-a]pyridine-2-carboxylicacid
- Purity
- 97+%
- Packaging
- 5g
- Price
- $385
- Updated
- 2021/12/16
- Product number
- 082915
- Product name
- Pyrazolo[1,5-a]pyridine-2-carboxylic acid
- Purity
- 97%
- Packaging
- 1g
- Price
- $414
- Updated
- 2021/12/16
- Product number
- 4H21-1-Y1
- Product name
- Pyrazolo[1,5-a]pyridine-2-carboxylic acid
- Purity
- 97.0%
- Packaging
- 5G
- Price
- $424
- Updated
- 2021/12/16
- Product number
- W7527
- Product name
- Pyrazolo[1,5-a]pyridine-2-carboxylicacid
- Packaging
- 250mg
- Price
- $92
- Updated
- 2021/12/16
Pyrazolo[1,5-a]pyridine-2-carboxylic acid Chemical Properties,Usage,Production
Chemical Properties
White to yellow solid
Synthesis
5825-71-8
63237-88-7
The general procedure for the synthesis of pyrazolo[1,5-a]pyridine-2,3-dicarboxylic acid from dimethyl pyrazolo[1,5-a]pyridine-2,3-dicarboxylate was as follows: dimethyl pyrazolo[1,5-a]pyridine-2,3-dicarboxylate (3.35 g, 14 mmol) was dissolved in 50% sulfuric acid (110 mL) and the reaction was stirred for 2.5 h at 80 °C. The reaction was completed by cooling to 0 °C and adjusting the pH to 9 with 8 M aqueous sodium hydroxide. Upon completion of the reaction, the reaction solution was cooled to 0 °C and the pH was adjusted to 9 with 8 M aqueous sodium hydroxide, followed by adjusting the pH to 3 with 6 M hydrochloric acid. the resulting suspension was separated by filtration, the crystals were washed with water, and dried under reduced pressure to afford pyrazolo[1,5-a]pyridine-2-carboxylic acid (light brown crystals, 1.88 g, 81% yield). The resulting pyrazolo[1,5-a]pyridine-2-carboxylic acid (941 mg, 5.8 mmol) was dissolved in THF (30 mL) under nitrogen protection and stirred at room temperature. Subsequently, THF solution of borane-THF complex (20 mL, 18 mmol, 0.9 M) was added and the reaction was stirred at 70 °C for 3.5 hours. After the reaction solution was cooled to 0 °C, water was added, stirred for a few moments, then 6 N hydrochloric acid was added and heated to reflux for 1 hour. The solvent was removed by distillation under reduced pressure, methanol was added and the solvent was removed by distillation again. The residue was diluted with ethyl acetate and the organic layer was washed sequentially with 1 N aqueous sodium hydroxide, water and saturated saline, dried with anhydrous sodium sulfate, and the solvent was removed by filtration of the insoluble material followed by distillation under reduced pressure to give pyrazolo[1,5-a]pyridin-2-ylmethanol. Pyrazolo[1,5-a]pyridin-2-ylmethanol was converted to pyrazolo[1,5-a]pyridine-2-carbaldehyde by the method of Reference Examples 13-3. Referring to the method of Reference Examples 1-2, the reaction of pyrazolo[1,5-a]pyridine-2-carbaldehyde and (R)-2-methylpropane-2-sulfinamide is utilized to obtain (R)-2-methyl-N-(pyrazolo[1,5-a]pyridin-2-ylmethylene)propane-2-sulfinamide. Finally, (R)-2-methyl-N-(pyrazolo[1,5-a]pyridin-2-ylmethylene)propane-2-sulfinamide was converted to pyrazolo[1,5-a]pyridine-2-carboxylic acid (yellowish oil, 498 mg, 65% yield) with reference to the methods of Reference Examples 1-3.
References
[1] Patent: EP3404021, 2018, A1. Location in patent: Paragraph 0224
[2] Journal of Medicinal Chemistry, 2001, vol. 44, # 17, p. 2691 - 2694
[3] Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 1149 - 1152
[4] Patent: WO2015/66371, 2015, A1
[5] Patent: CN107778310, 2018, A. Location in patent: Paragraph 0044; 0045
Pyrazolo[1,5-a]pyridine-2-carboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Pyrazolo[1,5-a]pyridine-2-carboxylic acid manufacturers
- Product
- Pyrazolo[1,5-a]pyridine-2-carboxylic acid 63237-88-7
- Price
- US $0.01/KG
- Min. Order
- 1KG
- Purity
- 98%; 99%
- Supply Ability
- 500g;1kg； 25kg
- Release date
- 2020-01-09