(3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydro-1H-pyrazino [1,2-a]pyrazine-2(6H)-carboxylate

Base Information

Chemical Name:(3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydro-1H-pyrazino [1,2-a]pyrazine-2(6H)-carboxylate
CAS No.:1426071-30-8
Molecular Formula:C₂₀H₂₇FN₄O₂
Molecular Weight:374.458
Hs Code.:

Synonyms:(3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydro-1H-pyrazino [1,2-a]pyrazine-2(6H)-carboxylate

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Chemical Property of (3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydro-1H-pyrazino [1,2-a]pyrazine-2(6H)-carboxylate

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Technology Process of (3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydro-1H-pyrazino [1,2-a]pyrazine-2(6H)-carboxylate

There total 9 articles about (3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydro-1H-pyrazino [1,2-a]pyrazine-2(6H)-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:

: 1426071-29-5
(3R,9aS)-8-benzyl 2-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)tetrahydro-1H-pyrazino[1,2-a]pyrazine-2,8-(9H,9aH)-dicarboxylate

: 1426071-30-8
(3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydro-1H-pyrazino [1,2-a]pyrazine-2(6H)-carboxylate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃;

Reference yield:

: 1255207-47-6
3-bromo-6-fluoro-2-methyl-benzonitrile

: 1426071-30-8
(3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydro-1H-pyrazino [1,2-a]pyrazine-2(6H)-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine / ethanol / 4 h / Inert atmosphere; Reflux

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 72 h / 0 - 20 °C

3.1: ethanol / 0.5 h / 150 °C / Microwave irradiation

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

4.2: 1 h / 0 °C

5.1: thionyl chloride / 1 h / 90 °C

5.2: 1 h / 0 - 90 °C / Sealed tube

6.1: 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 4 h / 35 °C

6.2: 20 °C

7.1: hydrogen; palladium 10% on activated carbon / methanol / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,3-dimethylbarbituric acid; palladium 10% on activated carbon; hydrogen; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In methanol; ethanol; dichloromethane;

Reference yield:

: 1255207-48-7
3-ethenyl-6-fluoro-2-methylbenzonitrile

: 1426071-30-8
(3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydro-1H-pyrazino [1,2-a]pyrazine-2(6H)-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 72 h / 0 - 20 °C

2.1: ethanol / 0.5 h / 150 °C / Microwave irradiation

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

3.2: 1 h / 0 °C

4.1: thionyl chloride / 1 h / 90 °C

4.2: 1 h / 0 - 90 °C / Sealed tube

5.1: 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 4 h / 35 °C

5.2: 20 °C

6.1: hydrogen; palladium 10% on activated carbon / methanol / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; 1,3-dimethylbarbituric acid; palladium 10% on activated carbon; hydrogen; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In methanol; ethanol; dichloromethane;