4-chloro-1-(3-methoxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

Base Information

• Chemical Name: 4-chloro-1-(3-methoxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester
• CAS No.: 1027371-37-4
• Molecular Formula: C₁₇H₁₆ClN₃O₃
• Molecular Weight: 345.785

Synonyms:4-chloro-1-(3-methoxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

Chemical Property of 4-chloro-1-(3-methoxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

Chemical Property:

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Technology Process of 4-chloro-1-(3-methoxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

There total 2 articles about 4-chloro-1-(3-methoxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester 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:

2-(3-methoxyphenyl)-5-methyl-2H-pyrazol-3-ylamine (92721-94-3) → 4-chloro-1-(3-methoxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester (1027371-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 120 °C

2: POCl₃ / 120 °C

With trichlorophosphate; 1: Michael addition;

DOI:10.1248/cpb.52.1098

Reference yield:

m-methoxyphenylhydrazine hydrochloride (39232-91-2) → 4-chloro-1-(3-methoxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester (1027371-37-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Et₃N / ethanol / Heating

1.2: AcONa; AcOH / 90 °C

2.1: 120 °C

3.1: POCl₃ / 120 °C

With triethylamine; trichlorophosphate; In ethanol; 2.1: Michael addition;

DOI:10.1248/cpb.52.1098

Reference yield:

4-chloro-1-(3-methoxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester (1027371-37-4) → C15H13N3O4

Guidance literature:

With lithium hydroxide; In 1,4-dioxane; at 100 ℃; for 36h;

DOI:10.1016/j.bmcl.2019.02.027

upstream raw materials:

m-methoxyphenylhydrazine hydrochloride

2-(3-methoxyphenyl)-5-methyl-2H-pyrazol-3-ylamine

Downstream raw materials:

4-chloro-1-(3-methoxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid

4-chloro-1-(3-methoxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carbonyl chloride

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