Technology Process of (1R,2S)-2-[(1,3-dimethyl-6-oxo-1,6-dihydropyridazin-4-yl)oxymethyl]-N-(5-methoxypyridin-3-yl)-2-phenylcyclopropanecarboxamide
There total 8 articles about (1R,2S)-2-[(1,3-dimethyl-6-oxo-1,6-dihydropyridazin-4-yl)oxymethyl]-N-(5-methoxypyridin-3-yl)-2-phenylcyclopropanecarboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
N-ethyl-N,N-diisopropylamine; HATU;
In
1-methyl-pyrrolidin-2-one;
at 10 - 35 ℃;
for 20h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / Cooling with ice-salt
1.2: 0 - 20 °C
2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 - 35 °C
2.2: Cooling with ice
3.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / -15 °C
4.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 1.5 h / 0 °C
5.1: potassium carbonate / N,N-dimethyl-formamide / 1.5 h / 80 °C
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 35 °C
7.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C
7.2: 1 h / 10 - 35 °C
8.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / water; acetone / 2 h / 10 - 35 °C
9.1: N-ethyl-N,N-diisopropylamine; HATU / 1-methyl-pyrrolidin-2-one / 20 h / 10 - 35 °C
With
1H-imidazole; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; carbon tetrabromide; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; potassium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
7.1: Swern Oxidation;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 - 35 °C
1.2: Cooling with ice
2.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / -15 °C
3.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 1.5 h / 0 °C
4.1: potassium carbonate / N,N-dimethyl-formamide / 1.5 h / 80 °C
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 35 °C
6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C
6.2: 1 h / 10 - 35 °C
7.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / water; acetone / 2 h / 10 - 35 °C
8.1: N-ethyl-N,N-diisopropylamine; HATU / 1-methyl-pyrrolidin-2-one / 20 h / 10 - 35 °C
With
1H-imidazole; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; carbon tetrabromide; tetrabutyl ammonium fluoride; potassium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
6.1: Swern Oxidation;