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

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Chemical Name:(1R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluoro-4-hydroxyphenyl)-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide
CAS No.:1369766-45-9
Molecular Formula:C₂₂H₂₀F₂N₄O₃
Molecular Weight:426.423
Hs Code.:

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

There total 7 articles about (1R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluoro-4-hydroxyphenyl)-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:

: 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

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

Guidance literature:: (1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-2-[3-fluoro-4-(methoxymethoxy)phenyl]-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide; With hydrogenchloride; water; In tetrahydrofuran; at 10 - 35 ℃; for 2h;

With sodium hydroxide; In tetrahydrofuran; water; Cooling with ice;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With hydrogenchloride; oxalyl dichloride; 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

Reference yield:

: 1369768-91-1
(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-2-[3-fluoro-4-(methoxymethoxy)phenyl]cyclopropanecarboxylic acid

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With hydrogenchloride; 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; water; N,N-dimethyl-formamide;
DOI:10.1021/jm400772t