Technology Process of (1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(5-fluoro-4-methylpyridin-2-yl)-2-(3-fluorophenyl)cyclopropanecarboxamide
There total 10 articles about (1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(5-fluoro-4-methylpyridin-2-yl)-2-(3-fluorophenyl)cyclopropanecarboxamide which
guide to synthetic route it.
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synthetic route:
- 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 20 - 60 ℃;
DOI:10.1021/acs.jmedchem.5b00217
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: lipase acrylic resin from Candida antarctica / tetrahydrofuran / 17 h / 20 °C / Cooling with ice; Enzymatic reaction
2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C
3.1: sodium hydroxide / ethanol; water / 1 h
4.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.5 h / -78 °C
4.2: 1 h / -78 - 20 °C
5.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; acetone / 2 h / 20 °C
6.1: 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; 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; sodium hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
2.1: |Mitsunobu Displacement / 4.1: |Swern Oxidation / 4.2: |Swern Oxidation;
DOI:10.1021/acs.jmedchem.5b00217
- 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