2-amino-6-((1S,2R)-2-(4-(6-methoxypyrazin-2-yl)phenyl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one

Base Information

Chemical Name:2-amino-6-((1S,2R)-2-(4-(6-methoxypyrazin-2-yl)phenyl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one
CAS No.:1402883-56-0
Molecular Formula:C₁₉H₁₉N₅O₂
Molecular Weight:349.392
Hs Code.:

Synonyms:2-amino-6-((1S,2R)-2-(4-(6-methoxypyrazin-2-yl)phenyl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one

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Chemical Property of 2-amino-6-((1S,2R)-2-(4-(6-methoxypyrazin-2-yl)phenyl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one

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Technology Process of 2-amino-6-((1S,2R)-2-(4-(6-methoxypyrazin-2-yl)phenyl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one

There total 7 articles about 2-amino-6-((1S,2R)-2-(4-(6-methoxypyrazin-2-yl)phenyl)-cyclopropyl)-3-methylpyrimidin-4(3H)-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: 67.0%

: 960503-91-7
2-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine

: 1402884-01-8
2-bis(tert-butoxycarbonyl)amino-3-methyl-6-[(1S,2R)-2-(3-bromophenyl)cyclopropyl]pyrimidin-4(3H)-one

: 1402883-56-0
2-amino-6-((1S,2R)-2-(4-(6-methoxypyrazin-2-yl)phenyl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one

Guidance literature:: 2-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine; 2-bis(tert-butoxycarbonyl)amino-3-methyl-6-[(1S,2R)-2-(3-bromophenyl)cyclopropyl]pyrimidin-4(3H)-one; With dichlorobis(triphenylphosphine)palladium; potassium carbonate; In 1,4-dioxane; water; at 150 ℃; Microwave irradiation;

With hydrogenchloride; In 1,4-dioxane;
DOI:10.1021/jm3011405

Reference yield:

: C₁₅H₁₃BrN₃O₃^(1-)*Na⁽¹⁺⁾

: 1402883-56-0
2-amino-6-((1S,2R)-2-(4-(6-methoxypyrazin-2-yl)phenyl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2.1: dmap / dichloromethane / 20 °C / Inert atmosphere

3.1: water; potassium hydroxide / ethanol / 60 °C

4.1: N,O-bis-(trimethylsilyl)-acetamide / 0.5 h / 20 °C / Inert atmosphere

4.2: 1 h / 20 °C

5.1: 2,2'-azobis(isobutyronitrile); tributylphosphine; (2-pyridyl-N-Oxide) sulfide; tri-n-butyl-tin hydride / toluene / 20 - 80 °C / Inert atmosphere

6.1: dichlorobis(triphenylphosphine)palladium; potassium carbonate / 1,4-dioxane; water / 150 °C / Microwave irradiation

With dmap; N,O-bis-(trimethylsilyl)-acetamide; 2,2'-azobis(isobutyronitrile); tributylphosphine; dichlorobis(triphenylphosphine)palladium; (2-pyridyl-N-Oxide) sulfide; water; tri-n-butyl-tin hydride; potassium carbonate; potassium hydroxide; In 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 5.1: |Barton Decarboxylation / 6.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm3011405

Reference yield:

: 1402883-95-7
C₂₀H₂₂BrN₃O₅

: 1402883-56-0
2-amino-6-((1S,2R)-2-(4-(6-methoxypyrazin-2-yl)phenyl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / 0.5 h / 20 °C / Inert atmosphere

1.2: 1 h / 20 °C

2.1: 2,2'-azobis(isobutyronitrile); tributylphosphine; (2-pyridyl-N-Oxide) sulfide; tri-n-butyl-tin hydride / toluene / 20 - 80 °C / Inert atmosphere

3.1: dichlorobis(triphenylphosphine)palladium; potassium carbonate / 1,4-dioxane; water / 150 °C / Microwave irradiation

With N,O-bis-(trimethylsilyl)-acetamide; 2,2'-azobis(isobutyronitrile); tributylphosphine; dichlorobis(triphenylphosphine)palladium; (2-pyridyl-N-Oxide) sulfide; tri-n-butyl-tin hydride; potassium carbonate; In 1,4-dioxane; water; toluene; 2.1: |Barton Decarboxylation / 3.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm3011405