rac-3-amino-5-(5-amino-2-fluoro-phenyl)-1,5-dimethyl-5,6-dihydro-1H-pyrazin-2-one

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Chemical Name:rac-3-amino-5-(5-amino-2-fluoro-phenyl)-1,5-dimethyl-5,6-dihydro-1H-pyrazin-2-one
CAS No.:1350523-58-8
Molecular Formula:C₁₂H₁₅FN₄O
Molecular Weight:250.276
Hs Code.:

Synonyms:rac-3-amino-5-(5-amino-2-fluoro-phenyl)-1,5-dimethyl-5,6-dihydro-1H-pyrazin-2-one

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Chemical Property of rac-3-amino-5-(5-amino-2-fluoro-phenyl)-1,5-dimethyl-5,6-dihydro-1H-pyrazin-2-one

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Technology Process of rac-3-amino-5-(5-amino-2-fluoro-phenyl)-1,5-dimethyl-5,6-dihydro-1H-pyrazin-2-one

There total 13 articles about rac-3-amino-5-(5-amino-2-fluoro-phenyl)-1,5-dimethyl-5,6-dihydro-1H-pyrazin-2-one 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: 95.0%

: 1313525-88-0
rac-3-amino-5-(5-bromo-2-fluoro-phenyl)-1,5-dimethyl-5,6-dihydro-1H-pyrazin-2-one

: 1350523-58-8
rac-3-amino-5-(5-amino-2-fluoro-phenyl)-1,5-dimethyl-5,6-dihydro-1H-pyrazin-2-one

Guidance literature:: With copper(l) iodide; sodium azide; bis 1,2-(dimethylamino)ethylene; sodium carbonate; In dimethyl sulfoxide; at 110 ℃; for 1h;
DOI:10.1016/j.bmcl.2011.10.050

Reference yield:

: 1350523-52-2
rac-[1-(5-bromo-2-fluoro-phenyl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester

: 1350523-58-8
rac-3-amino-5-(5-amino-2-fluoro-phenyl)-1,5-dimethyl-5,6-dihydro-1H-pyrazin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: acetic acid / tetrahydrofuran; dichloromethane / 1 h / 20 °C

2: sodium triacetoxy borohydride / 2 h / 20 °C

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 °C

4: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

5: dichloromethane / 72 h / 20 °C

6: ammonia; ammonium chloride / ethanol / 18 h / 75 °C

7: copper(l) iodide; sodium azide; bis 1,2-(dimethylamino)ethylene; sodium carbonate / dimethyl sulfoxide / 1 h / 110 °C

With sodium triacetoxy borohydride; hydrogenchloride; copper(l) iodide; sodium azide; bis 1,2-(dimethylamino)ethylene; ammonia; sodium carbonate; ammonium chloride; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2011.10.050

Reference yield:

: 1266784-24-0
(RS)-2-amino-2-(5-bromo-2-fluoro-phenyl)-propan-1-ol

: 1350523-58-8
rac-3-amino-5-(5-amino-2-fluoro-phenyl)-1,5-dimethyl-5,6-dihydro-1H-pyrazin-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: sodium hydrogencarbonate / tetrahydrofuran / 15 h / 0 °C

2: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C

3: acetic acid / tetrahydrofuran; dichloromethane / 1 h / 20 °C

4: sodium triacetoxy borohydride / 2 h / 20 °C

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 °C

6: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

7: dichloromethane / 72 h / 20 °C

8: ammonia; ammonium chloride / ethanol / 18 h / 75 °C

9: copper(l) iodide; sodium azide; bis 1,2-(dimethylamino)ethylene; sodium carbonate / dimethyl sulfoxide / 1 h / 110 °C

With sodium triacetoxy borohydride; hydrogenchloride; copper(l) iodide; sodium azide; bis 1,2-(dimethylamino)ethylene; ammonia; sodium hydrogencarbonate; sodium carbonate; ammonium chloride; Dess-Martin periodane; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2011.10.050