2-amino-6-((1S,2R)-2-(3′-(2-hydroxyethyl)biphenyl-4-yl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one hydrochloride

Base Information

Chemical Name:2-amino-6-((1S,2R)-2-(3′-(2-hydroxyethyl)biphenyl-4-yl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one hydrochloride
CAS No.:1402883-68-4
Molecular Formula:C₂₂H₂₃N₃O₂*ClH
Molecular Weight:397.904
Hs Code.:

Synonyms:2-amino-6-((1S,2R)-2-(3′-(2-hydroxyethyl)biphenyl-4-yl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one hydrochloride

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Chemical Property of 2-amino-6-((1S,2R)-2-(3′-(2-hydroxyethyl)biphenyl-4-yl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one hydrochloride

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Technology Process of 2-amino-6-((1S,2R)-2-(3′-(2-hydroxyethyl)biphenyl-4-yl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one hydrochloride

There total 7 articles about 2-amino-6-((1S,2R)-2-(3′-(2-hydroxyethyl)biphenyl-4-yl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one hydrochloride 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: 77.0%

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

: 647853-32-5
(3-(2-hydroxyethyl)phenyl)boronic acid

: 1402883-68-4
2-amino-6-((1S,2R)-2-(3′-(2-hydroxyethyl)biphenyl-4-yl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one hydrochloride

Guidance literature:: 2-bis(tert-butoxycarbonyl)amino-3-methyl-6-[(1S,2R)-2-(3-bromophenyl)cyclopropyl]pyrimidin-4(3H)-one; (3-(2-hydroxyethyl)phenyl)boronic acid; 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⁺⁾

: 1402883-68-4
2-amino-6-((1S,2R)-2-(3′-(2-hydroxyethyl)biphenyl-4-yl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one hydrochloride

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

: 1402883-68-4
2-amino-6-((1S,2R)-2-(3′-(2-hydroxyethyl)biphenyl-4-yl)-cyclopropyl)-3-methylpyrimidin-4(3H)-one hydrochloride

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