2-amino-3-methyl-6-((1S,2R)-2-(3-phenethylphenyl)cyclopropyl)pyrimidin-4(3H)-one

Base Information

Chemical Name:2-amino-3-methyl-6-((1S,2R)-2-(3-phenethylphenyl)cyclopropyl)pyrimidin-4(3H)-one
CAS No.:1431792-71-0
Molecular Formula:C₂₂H₂₃N₃O
Molecular Weight:345.444
Hs Code.:

Synonyms:2-amino-3-methyl-6-((1S,2R)-2-(3-phenethylphenyl)cyclopropyl)pyrimidin-4(3H)-one

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Chemical Property of 2-amino-3-methyl-6-((1S,2R)-2-(3-phenethylphenyl)cyclopropyl)pyrimidin-4(3H)-one

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Technology Process of 2-amino-3-methyl-6-((1S,2R)-2-(3-phenethylphenyl)cyclopropyl)pyrimidin-4(3H)-one

There total 7 articles about 2-amino-3-methyl-6-((1S,2R)-2-(3-phenethylphenyl)cyclopropyl)pyrimidin-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: 63.0%

: 1402883-99-1
2-bis(tert-butoxycarbonyl)amino-3-methyl-6-[(1S,2R)-2-(3-bromophenyl)cyclopropyl]pyrimidin-4(3H)-one

: potassium trifluoro(phenethyl)borate

: 1431792-71-0
2-amino-3-methyl-6-((1S,2R)-2-(3-phenethylphenyl)cyclopropyl)pyrimidin-4(3H)-one

Guidance literature:: 2-bis(tert-butoxycarbonyl)amino-3-methyl-6-[(1S,2R)-2-(3-bromophenyl)cyclopropyl]pyrimidin-4(3H)-one; potassium trifluoro(phenethyl)borate; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In tetrahydrofuran; water; at 80 ℃; for 14h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h;

Reference yield:

: C₃₂H₃₉N₃O₅

: 1431792-71-0
2-amino-3-methyl-6-((1S,2R)-2-(3-phenethylphenyl)cyclopropyl)pyrimidin-4(3H)-one

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 1.5h;
DOI:10.1016/j.bmcl.2013.03.056

Reference yield:

: 1402883-85-5
(1R,2S)-1-(3-bromophenyl)-2-(3-ethoxy-3-oxopropanoyl)cyclopropanecarboxylic acid

: 1431792-71-0
2-amino-3-methyl-6-((1S,2R)-2-(3-phenethylphenyl)cyclopropyl)pyrimidin-4(3H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium ethanolate / ethanol / 0.17 h

1.2: 14 h / 95 °C

1.3: 21 h / 20 °C

2.1: 2-(Dimethylamino)pyridine / dichloromethane / 2 h / 20 °C

3.1: potassium hydroxide / water; ethanol / 3 h / 60 °C

4.1: N,O-bis-(trimethylsilyl)-acetamide / dichloromethane / 0.17 h / 20 °C / Enzymatic reaction

4.2: 1 h / 20 °C

5.1: 2,2’-disulfanediyldipyridine-1-oxide; 2,2'-azobis(isobutyronitrile); tributylphosphine; tri-n-butyl-tin hydride / toluene / 4.58 h / 20 - 80 °C / Inert atmosphere

6.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / water; tetrahydrofuran / 14 h / 80 °C

6.2: 1.5 h / 20 °C

With 2-(Dimethylamino)pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N,O-bis-(trimethylsilyl)-acetamide; 2,2'-azobis(isobutyronitrile); tributylphosphine; tri-n-butyl-tin hydride; sodium ethanolate; 2,2’-disulfanediyldipyridine-1-oxide; caesium carbonate; potassium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; toluene;