Multi-step reaction with 6 steps
1.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 0.5 h / 160 °C
2.1: sodium carbonate / 1-methyl-pyrrolidin-2-one / 40 - 55 °C
3.1: dimethylaminoacetic acid; caesium carbonate; copper(l) iodide / 0.5 h / 110 °C
3.2: 19 h / 110 °C / Sealed tube
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 / dichloromethane / 2.5 h / 20 °C
5.1: lithium hydroxide / methanol; water; tetrahydrofuran / 3 h
6.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide
With
copper(l) iodide; dimethylaminoacetic acid; potassium tert-butylate; sodium carbonate; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; water; N,N-dimethyl-formamide;
3.1: |Ullmann Condensation / 3.2: |Ullmann Condensation;
DOI:10.1021/acs.jmedchem.7b01215