(1R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluoro-4-methoxyphenyl)-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide

Base Information

Chemical Name:(1R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluoro-4-methoxyphenyl)-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide
CAS No.:1369766-47-1
Molecular Formula:C₂₃H₂₂F₂N₄O₃
Molecular Weight:440.449
Hs Code.:

Synonyms:(1R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluoro-4-methoxyphenyl)-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide

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Chemical Property of (1R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluoro-4-methoxyphenyl)-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide

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Technology Process of (1R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluoro-4-methoxyphenyl)-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide

There total 8 articles about (1R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluoro-4-methoxyphenyl)-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide 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:

: 1369766-45-9
(1R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluoro-4-hydroxyphenyl)-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide

: 74-88-4
methyl iodide

: 1369766-47-1
(1R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluoro-4-methoxyphenyl)-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 10 - 35 ℃; for 2h;

Reference yield:

: 1369768-92-2
(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-2-[3-fluoro-4-(methoxymethoxy)phenyl]-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide

: 1369766-47-1
(1R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluoro-4-methoxyphenyl)-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogenchloride; water / tetrahydrofuran / 2 h / 10 - 35 °C

1.2: Cooling with ice

2.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 10 - 35 °C

With hydrogenchloride; water; caesium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

: 1369768-87-5
{(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-2-[3-fluoro-4-(methoxymethoxy)phenyl]cyclopropyl}methanol

: 1369766-47-1
(1R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluoro-4-methoxyphenyl)-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 1 h / -60 - 20 °C

1.2: 14 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

3.1: hydrogenchloride / tetrahydrofuran; water / 2 h / 20 °C

4.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

With hydrogenchloride; oxalyl dichloride; caesium carbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 1.1: |Swern Oxidation;
DOI:10.1021/jm400772t