(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(6-fluoropyridin-2-yl)-2-phenylcyclopropanecarboxamide

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Chemical Name:(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(6-fluoropyridin-2-yl)-2-phenylcyclopropanecarboxamide
CAS No.:1369763-72-3
Molecular Formula:C₂₂H₂₁FN₄O₂
Molecular Weight:392.433
Hs Code.:

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Chemical Property of (1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(6-fluoropyridin-2-yl)-2-phenylcyclopropanecarboxamide

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Technology Process of (1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(6-fluoropyridin-2-yl)-2-phenylcyclopropanecarboxamide

There total 10 articles about (1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(6-fluoropyridin-2-yl)-2-phenylcyclopropanecarboxamide 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:

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

: 1369763-72-3
(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(6-fluoropyridin-2-yl)-2-phenylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; acetone / 2 h / 20 °C

2: 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 / 20 - 60 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 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 water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/acs.jmedchem.5b00217

Reference yield:

: (1S,2R)-2-(tert-butyldiphenylsilyloxymethyl)-1-phenylcyclopropylmethanol

: 1369763-72-3
(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(6-fluoropyridin-2-yl)-2-phenylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.75 h / 0 - 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

3.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.5 h / -78 °C

3.2: 1 h / -78 - 20 °C

4.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; acetone / 2 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 / 20 - 60 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; dimethyl sulfoxide; 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; dichloromethane; water; N,N-dimethyl-formamide; acetone; 1.1: |Mitsunobu Displacement / 3.1: |Swern Oxidation / 3.2: |Swern Oxidation;
DOI:10.1021/acs.jmedchem.5b00217

Reference yield:

: 5-(((1S,2R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1-phenylcyclopropyl)methoxy)-2,4-dimethylpyrimidine

: 1369763-72-3
(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(6-fluoropyridin-2-yl)-2-phenylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

2.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.5 h / -78 °C

2.2: 1 h / -78 - 20 °C

3.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; acetone / 2 h / 20 °C

4.1: 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 / 20 - 60 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; 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; acetone; 2.1: |Swern Oxidation / 2.2: |Swern Oxidation;
DOI:10.1021/acs.jmedchem.5b00217