4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid

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4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid Basic information
Uses
Product Name:4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid
Synonyms:4-Iodo-1-methylpyrazole-5-carboxylic Acid;4-iodo-1-methyl-1H-pyrazole-5-carboxylic acid(SALTDATA: FREE);4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid 98%;5-Carboxy-4-iodo-1-methyl-1H-pyrazole, 4-Iodo-2-methyl-2H-pyrazole-3-carboxylic acid;4-iodo-2-methylpyrazole-3-carboxylic acid;4-Iodo-1-methyl-1H-pyrazole-5-carboxylicacid98%;4-Iodo-1-methylpyrazole-5-carboxylicAcid>;1H-Pyrazole-5-carboxylic acid, 4-iodo-1-methyl-
CAS:75092-30-7
MF:C5H5IN2O2
MW:252.01
EINECS:
Product Categories:HFC00039
Mol File:75092-30-7.mol
4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid Structure
4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid Chemical Properties
Melting point 242°C(lit.)
Boiling point 362.2±27.0 °C(Predicted)
density 2.26±0.1 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
form powder to crystal
pka1.76±0.37(Predicted)
color White to Almost white
CAS DataBase Reference75092-30-7
Safety Information
HazardClass IRRITANT
HS Code 2933199090
MSDS Information
4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid Usage And Synthesis
Uses4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid is a carboxylic acid derivative that can be used as a pharmaceutical intermediate.
Synthesis
Ethyl 4-iodo-1-methyl-1H-pyrazole-5-carboxylate

1354705-42-2

4-IODO-1-METHYL-1H-PYRAZOLE-5-CARBOXYLIC ACID

75092-30-7

General procedure for the synthesis of 4-iodo-1-methyl-1H-pyrazole-5-carboxylic acid from ethyl 4-iodo-1-methyl-1H-pyrazole-5-carboxylate: to a stirred solution of ethyl 4-iodo-1-methyl-1H-pyrazole-5-carboxylate (700 mg, 2.5 mmol) in a solvent mixture of 15 mL MeOH/H2O/THF (v/v/v = 1:1:1) Lithium hydroxide monohydrate (1.05 g, 25 mmol) was added. After addition, the reaction solution was stirred at 25°C for 2 hours. After the completion of the reaction, the mixture was concentrated under reduced pressure and the pH was adjusted to 4 with 1N HCl. The aqueous phase was extracted with EtOAc, and the organic layers were combined, washed with saturated brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure to obtain the crude 4-iodo-1-methyl-1H-pyrazole-5-carboxylic acid (623.0 mg, crude yield 98%), which was used directly in the next step without further purification. The crude product was directly used in the next step without further purification.

References[1] Patent: US2014/200215, 2014, A1. Location in patent: Paragraph 1002; 1006
4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid Preparation Products And Raw materials
Raw materialsEthyl 4-iodo-1-methyl-1H-pyrazole-5-carboxylate-->Hydrochloric acid-->Tetrahydrofuran-->Water-->Lithium hydroxide monohydrate-->Methanol
Tag:4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid(75092-30-7) Related Product Information
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