Technology Process of Methanone, [4-(difluoroMethoxy)-3-[2-(2-pyridinyl)ethynyl]phenyl](5,7-dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-
There total 8 articles about Methanone, [4-(difluoroMethoxy)-3-[2-(2-pyridinyl)ethynyl]phenyl](5,7-dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-(difluoromethoxy)-3-(pyridin-2-ylethynyl)benzoic acid;
With
1-methyl-pyrrolidin-2-one; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole;
at 25 ℃;
for 1h;
Large scale;
6,7-dihydro-5H-pyrrolo[3,4-b]pyridine dihydrobromide;
With
1-methyl-pyrrolidin-2-one; N-ethyl-N,N-diisopropylamine;
at 25 - 35 ℃;
for 4h;
Large scale;
DOI:10.1021/op3002728
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; ammonium hydroxide; 1-methyl-pyrrolidin-2-one / 1 h / 35 - 40 °C / Inert atmosphere; Large scale
2.1: sodium hydroxide / water; methanol / 1 h / 35 - 40 °C / Large scale
2.2: 3 h / 45 °C / Large scale
3.1: 1-methyl-pyrrolidin-2-one; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole / 1 h / 25 °C / Large scale
3.2: 4 h / 25 - 35 °C / Large scale
With
1-methyl-pyrrolidin-2-one; bis-triphenylphosphine-palladium(II) chloride; ammonium hydroxide; copper(l) iodide; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; sodium hydroxide;
In
methanol; water;
1.1: |Sonogashira Cross-Coupling;
DOI:10.1021/op3002728
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 93 - 98 °C / Large scale
2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; ammonium hydroxide; 1-methyl-pyrrolidin-2-one / 1 h / 35 - 40 °C / Inert atmosphere; Large scale
3.1: sodium hydroxide / water; methanol / 1 h / 35 - 40 °C / Large scale
3.2: 3 h / 45 °C / Large scale
4.1: 1-methyl-pyrrolidin-2-one; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole / 1 h / 25 °C / Large scale
4.2: 4 h / 25 - 35 °C / Large scale
With
1-methyl-pyrrolidin-2-one; bis-triphenylphosphine-palladium(II) chloride; ammonium hydroxide; copper(l) iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; sodium hydroxide;
In
methanol; water; N,N-dimethyl-formamide;
2.1: |Sonogashira Cross-Coupling;
DOI:10.1021/op3002728
