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

Base Information

• Chemical Name: 6-cyano-7-(3-fluorophenyl)-N²-(tert-butyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide
• CAS No.: 1352087-08-1
• Molecular Formula: C₂₀H₂₂FN₅O₂
• Molecular Weight: 383.425

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

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

Chemical Property:

Purity/Quality:

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

There total 8 articles about 6-cyano-7-(3-fluorophenyl)-N²-(tert-butyl)-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:

6-cyano-7-(3-fluorophenyl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-8-carboxamide (1352087-72-9) + Tert-butyl isocyanate (1609-86-5) → 6-cyano-7-(3-fluorophenyl)-N2-(tert-butyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide (1352087-08-1)

Guidance literature:

at 20 ℃; for 2h;

Reference yield:

tert-butyl 8-carbamoyl-6-cyano-7-(3-fluorophenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate (1352087-71-8) → 6-cyano-7-(3-fluorophenyl)-N2-(tert-butyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide (1352087-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

2: 2 h / 20 °C

With trifluoroacetic acid; In dichloromethane;

Reference yield:

2-tert-butyl 8-ethyl 6-chloro-7-(3-fluorophenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxylate (1352087-61-6) → 6-cyano-7-(3-fluorophenyl)-N2-(tert-butyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide (1352087-08-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: ammonium formate; palladium 10% on activated carbon / methanol; water / 0.75 h / Reflux

2.1: dichloromethane / 1 h / 0 °C

2.2: 5 h / -10 - 20 °C

3.1: lithium hydroxide; water / ethanol; tetrahydrofuran; water / 24 h / 60 °C

4.1: tetrahydrofuran / 1.5 h / 60 °C

5.1: water; ammonia / 1 h / 50 °C

6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

7.1: 2 h / 20 °C

With palladium 10% on activated carbon; ammonia; water; ammonium formate; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;

upstream raw materials:

6-cyano-7-(3-fluorophenyl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-8-carboxamide

Tert-butyl isocyanate

tert-butyl 8-carbamoyl-6-cyano-7-(3-fluorophenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate

ethyl 6-chloro-7-(3-fluorophenyl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-8-carboxylate

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