5-Methyl-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester

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5-Methyl-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester Basic information
Product Name:5-Methyl-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester
Synonyms:ETHYL 5-METHYLPYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLATE;Pyrazolo[1,5-a]pyridine-3-carboxylic acid, 5-methyl-, ethyl ester;5-Methyl-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester
CAS:51135-70-7
MF:C11H12N2O2
MW:204.23
EINECS:
Product Categories:
Mol File:51135-70-7.mol
5-Methyl-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester Structure
5-Methyl-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester Chemical Properties
storage temp. 2-8°C
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
5-Methyl-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester Usage And Synthesis
Synthesis
Methylboronic acid

13061-96-6

5-BROMO-PYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER

885276-93-7

5-METHYL-PYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER

51135-70-7

Ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate (1.0 g, 3.73 mmol) and methylboronic acid (448 mg, 7.46 mmol) were used as raw materials, and Pd(dppf)Cl2 (545 mg, 0.746 mmol) and Cs2CO3 (2.42 g, 7.46 mmol) were added, protected by argon gas, in DMF ( 5.0 mL) in DMF. The reaction mixture was stirred at 100 °C for 2 hours. After completion of the reaction, the mixture was concentrated and purified by silica gel column chromatography using petroleum ether: ethyl acetate (5:1, v/v) as eluent to afford the target compound, ethyl 5-methylpyrazolo[1,5-a]pyridine-3-carboxylate, as an orange solid (589 mg, 77% yield).ESI-MS m/z = 204.5 [M + H]+.

References[1] Patent: WO2017/15449, 2017, A1. Location in patent: Page/Page column 342
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