3-(6-{[2-(1,1-dioxo-4-phenyl-λ⁶-thian-4-yl)ethyl]amino}pyrazin-2-yl)benzonitrile

Base Information

• Chemical Name: 3-(6-{[2-(1,1-dioxo-4-phenyl-λ⁶-thian-4-yl)ethyl]amino}pyrazin-2-yl)benzonitrile
• CAS No.: 1581258-23-2
• Molecular Formula: C₂₄H₂₄N₄O₂S
• Molecular Weight: 432.546

Synonyms:3-(6-{[2-(1,1-dioxo-4-phenyl-λ⁶-thian-4-yl)ethyl]amino}pyrazin-2-yl)benzonitrile

Chemical Property of 3-(6-{[2-(1,1-dioxo-4-phenyl-λ⁶-thian-4-yl)ethyl]amino}pyrazin-2-yl)benzonitrile

Chemical Property:

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Technology Process of 3-(6-{[2-(1,1-dioxo-4-phenyl-λ⁶-thian-4-yl)ethyl]amino}pyrazin-2-yl)benzonitrile

There total 9 articles about 3-(6-{[2-(1,1-dioxo-4-phenyl-λ⁶-thian-4-yl)ethyl]amino}pyrazin-2-yl)benzonitrile 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: 48.0%

4-{2-[(6-chloropyrazin-2-yl)amino]ethyl}-4-phenyl-λ6-thiane-1,1-dion (1581258-42-5) + (3‐cyanophenyl)boronic acid (150255-96-2) → 3-(6-{[2-(1,1-dioxo-4-phenyl-λ6-thian-4-yl)ethyl]amino}pyrazin-2-yl)benzonitrile (1581258-23-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 150 ℃; for 1h; Microwave irradiation;

Reference yield:

Tetrahydrothiopyran-4-one (1072-72-6) → 3-(6-{[2-(1,1-dioxo-4-phenyl-λ6-thian-4-yl)ethyl]amino}pyrazin-2-yl)benzonitrile (1581258-23-2)

Guidance literature:

Multi-step reaction with 9 steps

1: ammonium acetate / toluene / 48 h / 150 °C

2: diethyl ether / 1 h / Reflux

3: potassium hydroxide / ethylene glycol / 2 h / 190 °C

4: sodium tetrahydroborate; cobalt(II) chloride; methanol / 0.5 h / 0 - 20 °C

5: N-ethyl-N,N-diisopropylamine / methanol; dichloromethane / 20 °C

6: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 64 h / 20 °C / Cooling

7: hydrogenchloride / 1,4-dioxane / 0.33 h

8: triethylamine / N,N-dimethyl-formamide / 18 h / 95 °C

9: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 150 °C / Microwave irradiation

With hydrogenchloride; methanol; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium acetate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; cobalt(II) chloride; potassium hydroxide; In 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; toluene;

Reference yield:

2-(4-phenyltetrahydro-2H-thiopyran-4-yl)acetonitrile (1581258-37-8) → 3-(6-{[2-(1,1-dioxo-4-phenyl-λ6-thian-4-yl)ethyl]amino}pyrazin-2-yl)benzonitrile (1581258-23-2)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium tetrahydroborate; cobalt(II) chloride; methanol / 0.5 h / 0 - 20 °C

2: N-ethyl-N,N-diisopropylamine / methanol; dichloromethane / 20 °C

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 64 h / 20 °C / Cooling

4: hydrogenchloride / 1,4-dioxane / 0.33 h

5: triethylamine / N,N-dimethyl-formamide / 18 h / 95 °C

6: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 150 °C / Microwave irradiation

With hydrogenchloride; methanol; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; cobalt(II) chloride; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

Tetrahydrothiopyran-4-one

ethyl 2-cyano-2-(2H-thiopyran-4(3H,5H,6H)-ylidene)acetate

ethyl 2-cyano-2-(4-phenyltetrahydro-2H-thiopyran-4-yl)acetate

2-(4-phenyltetrahydro-2H-thiopyran-4-yl)acetonitrile

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