1-Methyl-1H-pyrazole-5-carboxylic acid

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CAS:16034-46-1
Purity:98% (Min,GC) Package:100g;1kg;5kg,10kg,25kg,50kg
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CAS:16034-46-1
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1-Methyl-1H-pyrazole-5-carboxylic acid manufacturers

1-Methyl-1H-pyrazole-5-carboxylic acid Basic information
Product Name:1-Methyl-1H-pyrazole-5-carboxylic acid
Synonyms:TIMTEC-BB SBB000007;ART-CHEM-BB B000141;CHEMBRDG-BB 4401287;1-Methyl-pyrazole-5-carboxylicacid;1-Methyl-1H-pyrazole-5-carboxylic acid 97%;AKOS PAO-0505;AKOS B000141;2-METHYL-2H-PYRAZOLE-3-CARBOXYLIC ACID
CAS:16034-46-1
MF:C5H6N2O2
MW:126.11
EINECS:
Product Categories:Carboxylic Acids;Pyrazoles & Triazoles;Carboxy;Building Blocks;Pyrazole;Carboxylic Acids;Pyrazoles & Triazoles
Mol File:16034-46-1.mol
1-Methyl-1H-pyrazole-5-carboxylic acid Structure
1-Methyl-1H-pyrazole-5-carboxylic acid Chemical Properties
Melting point 220-225 °C
Boiling point 306.9±15.0 °C(Predicted)
density 1.34±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form powder to crystal
pka3.03±0.25(Predicted)
color White to Almost white
λmax259nm(MeOH)(lit.)
InChIKeyJREJQAWGQCMSIY-UHFFFAOYSA-N
CAS DataBase Reference16034-46-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
RIDADR 2811
WGK Germany 3
Hazard Note Harmful
HazardClass IRRITANT
HS Code 29331990
MSDS Information
1-Methyl-1H-pyrazole-5-carboxylic acid Usage And Synthesis
Chemical PropertiesWhite to yellow solid
Uses1-Methyl-5-pyrazolecarboxylic acid is a biochemical reagent that can be used as a biological material or organic compound for life science related research.
DefinitionChEBI: 1-methyl-pyrazole-5-carboxylic acid is a member of the class of pyrazoles that is N-methylpyrazole substituted by a carboxy group substituents at position 5. It has a role as a metabolite. It is a member of pyrazoles and a monocarboxylic acid. It is functionally related to a N-methylpyrazole.
Synthesis
1-Methylpyrazole

930-36-9

Carbon dioxide

124-38-9

1-Methyl-1H-pyrazole-5-carboxylic acid

16034-46-1

1-Methyl-1H-pyrazole (2.0 g, 24.4 mmol) was dissolved in tetrahydrofuran (THF, 30 mL) at room temperature. The reaction mixture was cooled to -78 °C under nitrogen protection, followed by slow dropwise addition of n-butyllithium (n-BuLi, 10.72 mL, 26.8 mmol). The reaction temperature of -78 °C was maintained and the reaction mixture was stirred for 2 h. Subsequently, it was gradually warmed up to room temperature and stirring was continued for 1 h. The reaction temperature was maintained at -78 °C. Under the condition of maintaining the reaction temperature, dry carbon dioxide gas was passed into the reaction solution for about 5 minutes. The reaction mixture continued to be stirred at room temperature for 1 hour. Subsequently, water (30 mL) was added to the reaction mixture to quench the reaction and dilute the mixture. The reaction mixture was extracted with dichloromethane. After precipitation of a large amount of solid from the acidic aqueous phase, the separation was carried out by filtration. The resulting filter cake was dried to give a final 1.5 g of white solid product 1-methyl-1H-pyrazole-5-carboxylic acid in 48.8% yield.

References[1] ACS Medicinal Chemistry Letters, 2015, vol. 6, # 6, p. 650 - 654
[2] Patent: CN105384739, 2016, A. Location in patent: Paragraph 0345; 0346; 0347
[3] Patent: WO2009/71705, 2009, A1. Location in patent: Page/Page column 39
[4] Patent: WO2009/71706, 2009, A1. Location in patent: Page/Page column 48
[5] Patent: US2008/242661, 2008, A1. Location in patent: Page/Page column 25
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