2-{[2-(3-methoxy-phenyl)-5-methyl-2H-pyrazol-3-ylamino]-methylene}-malonic acid diethyl ester

Base Information

• Chemical Name: 2-{[2-(3-methoxy-phenyl)-5-methyl-2H-pyrazol-3-ylamino]-methylene}-malonic acid diethyl ester
• CAS No.: 1027192-08-0
• Molecular Formula: C₁₉H₂₃N₃O₅
• Molecular Weight: 373.409

Synonyms:2-{[2-(3-methoxy-phenyl)-5-methyl-2H-pyrazol-3-ylamino]-methylene}-malonic acid diethyl ester

Chemical Property of 2-{[2-(3-methoxy-phenyl)-5-methyl-2H-pyrazol-3-ylamino]-methylene}-malonic acid diethyl ester

Chemical Property:

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Technology Process of 2-{[2-(3-methoxy-phenyl)-5-methyl-2H-pyrazol-3-ylamino]-methylene}-malonic acid diethyl ester

There total 2 articles about 2-{[2-(3-methoxy-phenyl)-5-methyl-2H-pyrazol-3-ylamino]-methylene}-malonic acid diethyl 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:

diethyl 2-ethoxymethylenemalonate (87-13-8) + 2-(3-methoxyphenyl)-5-methyl-2H-pyrazol-3-ylamine (92721-94-3) → 2-{[2-(3-methoxy-phenyl)-5-methyl-2H-pyrazol-3-ylamino]-methylene}-malonic acid diethyl ester (1027192-08-0)

Guidance literature:

at 120 ℃;

DOI:10.1248/cpb.52.1098

Reference yield:

m-methoxyphenylhydrazine hydrochloride (39232-91-2) → 2-{[2-(3-methoxy-phenyl)-5-methyl-2H-pyrazol-3-ylamino]-methylene}-malonic acid diethyl ester (1027192-08-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Et₃N / ethanol / Heating

1.2: AcONa; AcOH / 90 °C

2.1: 120 °C

With triethylamine; In ethanol; 2.1: Michael addition;

DOI:10.1248/cpb.52.1098

Reference yield:

2-{[2-(3-methoxy-phenyl)-5-methyl-2H-pyrazol-3-ylamino]-methylene}-malonic acid diethyl ester (1027192-08-0) → 4-chloro-1-(3-methoxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid (1026151-85-8)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃ / 120 °C

2: aq. KOH / 1,2-dimethoxy-ethane / 20 °C

With potassium hydroxide; trichlorophosphate; In 1,2-dimethoxyethane;

DOI:10.1248/cpb.52.1098

upstream raw materials:

diethyl 2-ethoxymethylenemalonate

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

m-methoxyphenylhydrazine hydrochloride

Downstream raw materials:

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

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

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

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