Multi-step reaction with 7 steps
1.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; hexane / 1.08 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
2.1: potassium hydroxide / methanol; water / 10 h / Reflux; Inert atmosphere
3.1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C / Reflux; Inert atmosphere
4.1: aluminum (III) chloride / dichloromethane / 0 - 20 °C / Inert atmosphere
5.1: palladium diacetate; sodium carbonate; triphenylphosphine / 1,2-dimethoxyethane; water / 8 h / Reflux; Inert atmosphere
6.1: lithium aluminium tetrahydride / diethyl ether / -40 - 20 °C / Inert atmosphere
7.1: toluene-4-sulfonic acid / benzene / 2 h / Inert atmosphere; Reflux
With
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; aluminum (III) chloride; lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; palladium diacetate; sodium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; triphenylphosphine; potassium hydroxide;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; hexane; dichloromethane; water; benzene;
4.1: Friedel-Crafts reaction / 5.1: Suzuki coupling;
DOI:10.1007/s11172-008-0217-2