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

Base Information

Chemical Name:(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-2-[3-fluoro-4-(methoxymethoxy)phenyl]-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide
CAS No.:1369768-92-2
Molecular Formula:C₂₄H₂₄F₂N₄O₄
Molecular Weight:470.476
Hs Code.:

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

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

: 21717-96-4
2-amino-5-fluoropyridine

: 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

Guidance literature:: With 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 N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h;
DOI:10.1021/jm400772t

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 2 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

With 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 dichloromethane; N,N-dimethyl-formamide; 1.1: |Swern Oxidation;
DOI:10.1021/jm400772t

Reference yield:

: 1369768-84-2
(1S,5R)-1-[3-fluoro-4-(methoxymethoxy)phenyl]-3-oxabicyclo[3.1.0]hexan-2-one

: 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

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 - 20 °C

2.1: lipase acrylic resin from Candida antarctica / 17 h / 20 °C / Enzymatic reaction

3.1: di-isopropyl azodicarboxylate; triphenylphosphine / 15 h / 0 - 20 °C

3.2: 1 h / 20 °C

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

4.2: 14 h / 20 °C

5.1: 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

With sodium tetrahydroborate; oxalyl dichloride; di-isopropyl azodicarboxylate; lipase acrylic resin from Candida antarctica; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 3.1: |Mitsunobu Displacement / 4.1: |Swern Oxidation;
DOI:10.1021/jm400772t