Multi-step reaction with 9 steps
1: 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine / tetrahydrofuran / 1 h
2: diethyl ether; tetrahydrofuran / 1 h / 0 °C
3: toluene / 1.17 h / 140 - 160 °C / microwave irradiation
4: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 0.33 h / 90 °C / microwave irradiation
5: water; lithium hydroxide / tetrahydrofuran / 48 h / 23 °C
6: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / 1-methyl-pyrrolidin-2-one / 12 h
7: hydrogen / palladium 10% on activated carbon / methanol / 2.25 h
8: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / Cooling with ice
9: p-toluenesulfonylanhydride / α,α,α-trifluorotoluene / 0.13 h
With
4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; p-toluenesulfonylanhydride; water; hydrogen; sodium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium hydroxide;
tetrakis(triphenylphosphine) palladium(0); palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; dichloromethane; α,α,α-trifluorotoluene; toluene;