ethyl 4-chloro-1-(2-chloro-2-phenylethyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

Base Information

• Chemical Name: ethyl 4-chloro-1-(2-chloro-2-phenylethyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate
• CAS No.: 863290-95-3
• Molecular Formula: C₁₇H₁₅Cl₂N₃O₃
• Molecular Weight: 380.23

Synonyms:ethyl 4-chloro-1-(2-chloro-2-phenylethyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

Chemical Property of ethyl 4-chloro-1-(2-chloro-2-phenylethyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

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Technology Process of ethyl 4-chloro-1-(2-chloro-2-phenylethyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

There total 3 articles about ethyl 4-chloro-1-(2-chloro-2-phenylethyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 54.0%

ethyl 4-hydroxy-1-(2-hydroxy-2-phenylethyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate (863290-94-2) → ethyl 4-chloro-1-(2-chloro-2-phenylethyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate (863290-95-3)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In chloroform; for 3h; Heating;

DOI:10.1039/b502831k

Reference yield:

diethyl malonate (105-53-3) → ethyl 4-chloro-1-(2-chloro-2-phenylethyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate (863290-95-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: EtONa / ethanol / 0.25 h / 20 °C

1.2: 55 percent / ethanol / 6 h / Heating

2.1: 54 percent / SOCl₂; DMF / CHCl₃ / 3 h / Heating

With thionyl chloride; sodium ethanolate; N,N-dimethyl-formamide; In ethanol; chloroform;

DOI:10.1039/b502831k

Reference yield:

5-amino-1-(2-hydroxy-2-phenylethyl)-1H-pyrazole-4-carboxylic acid ethyl ester (383911-62-4) → ethyl 4-chloro-1-(2-chloro-2-phenylethyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate (863290-95-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: EtONa / ethanol / 0.25 h / 20 °C

1.2: 55 percent / ethanol / 6 h / Heating

2.1: 54 percent / SOCl₂; DMF / CHCl₃ / 3 h / Heating

With thionyl chloride; sodium ethanolate; N,N-dimethyl-formamide; In ethanol; chloroform;

DOI:10.1039/b502831k

upstream raw materials:

ethyl 4-hydroxy-1-(2-hydroxy-2-phenylethyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

diethyl malonate

5-amino-1-(2-hydroxy-2-phenylethyl)-1H-pyrazole-4-carboxylic acid ethyl ester

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