N²-tert-butyl-6-cyclopropyl-7-(4-methoxyphenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide

Base Information

• Chemical Name: N²-tert-butyl-6-cyclopropyl-7-(4-methoxyphenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide
• CAS No.: 1352087-48-9
• Molecular Formula: C₂₃H₃₀N₄O₃
• Molecular Weight: 410.516

Synonyms:N²-tert-butyl-6-cyclopropyl-7-(4-methoxyphenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide

Chemical Property of N²-tert-butyl-6-cyclopropyl-7-(4-methoxyphenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of N²-tert-butyl-6-cyclopropyl-7-(4-methoxyphenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide

There total 9 articles about N²-tert-butyl-6-cyclopropyl-7-(4-methoxyphenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide 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:

N2-tert-butyl-7-bromo-6-cyclopropyl-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide (1352087-57-0) + 4-methoxyphenylboronic acid (5720-07-0) → N2-tert-butyl-6-cyclopropyl-7-(4-methoxyphenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide (1352087-48-9)

Guidance literature:

With caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; toluene; at 100 ℃; for 17h; Inert atmosphere;

Reference yield:

8-carbamoyl-6-cyclopropyl-7-(4-methoxy-phenyl)-1,2,3,4-dihydropyrrolo[1,2-a]pyrazine monohydrochloride (1352087-55-8) + Tert-butyl isocyanate (1609-86-5) → N2-tert-butyl-6-cyclopropyl-7-(4-methoxyphenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide (1352087-48-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 3h;

Reference yield:

1-tert-butyl 3-methyl 4-cyclopropanecarbonyl-piperazine-1,3-dicarboxylate (1352087-49-0) → N2-tert-butyl-6-cyclopropyl-7-(4-methoxyphenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide (1352087-48-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydroxide; water / methanol / 24 h

2.1: p-toluenesulfonyl chloride / Difluoromethane / 0.33 h

2.2: 0.33 h

3.1: N-Bromosuccinimide / dichloromethane / 1 h / -35 - -30 °C

4.1: caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 20 h / 100 °C / Inert atmosphere

5.1: chloro-trimethyl-silane / methanol / 20 h

6.1: triethylamine / dichloromethane / 3 h / 0 °C

With N-Bromosuccinimide; chloro-trimethyl-silane; water; caesium carbonate; triethylamine; p-toluenesulfonyl chloride; sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; Difluoromethane; dichloromethane; water; 4.1: Suzuki Coupling;

upstream raw materials:

4-methoxyphenylboronic acid

N²-tert-butyl-7-bromo-6-cyclopropyl-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide

8-carbamoyl-6-cyclopropyl-7-(4-methoxy-phenyl)-1,2,3,4-dihydropyrrolo[1,2-a]pyrazine monohydrochloride

Tert-butyl isocyanate

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