methyl 2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-5-carboxylate

Base Information

• Chemical Name: methyl 2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-5-carboxylate
• CAS No.: 1397213-81-8
• Molecular Formula: C₂₃H₂₁N₃O₅
• Molecular Weight: 419.437

Synonyms:methyl 2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-5-carboxylate

Chemical Property of methyl 2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-5-carboxylate

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Technology Process of methyl 2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-5-carboxylate

There total 3 articles about methyl 2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-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: 78.0%

3(5)-phenylpyrazol-5(3)-amine (1572-10-7) + methyl 2,4-dioxo-4-(3,4,5-trimethoxyphenyl)butanoate (70311-74-9) → methyl 2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-5-carboxylate (1397213-81-8)

Guidance literature:

In ethanol;

DOI:10.1016/j.bmcl.2016.02.072

Reference yield:

methyl (3,4,5-trimethoxyphenyl) ketone (1136-86-3) → methyl 2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-5-carboxylate (1397213-81-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / tetrahydrofuran / 8 h / 20 °C

2: hydrogenchloride / ethanol; water / 2 h / Reflux

With hydrogenchloride; sodium methylate; In tetrahydrofuran; ethanol; water;

DOI:10.1002/cmdc.201200205

Reference yield:

C14H16O7 + 3(5)-phenylpyrazol-5(3)-amine (1572-10-7) → methyl 2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-5-carboxylate (1397213-81-8)

Guidance literature:

With hydrogenchloride; In ethanol; water; for 2h; Reflux;

DOI:10.1016/j.bmcl.2012.10.099

upstream raw materials:

methyl (3,4,5-trimethoxyphenyl) ketone

3⁽⁵⁾-phenylpyrazol-5⁽³⁾-amine

methyl 2,4-dioxo-4-(3,4,5-trimethoxyphenyl)butanoate

Downstream raw materials:

(2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidin-5-yl)(4-(2-(3,4,5-trimethoxybenzylamino)benzoyl)piperazin-1-yl)methanone

2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-5-carboxylic acid

(4-(2-(furan-2-ylmethylamino)benzoyl)piperazin-1-yl)(2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidin-5-yl)methanone

(2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidin-5-yl)(4-(2-(thiophen-2-ylmethylamino)benzoyl)piperazin-1-yl)methanone

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