in methanol T=20°C; 1 h;

1: trichlorophosphate / 10 h / Reflux 2: methanol / 1 h / 20 °C View Scheme

1.1: 2 h / 190 °C 1.2: Heating 2.1: trichlorophosphate / 10 h / Reflux 3.1: methanol / 1 h / 20 °C View Scheme

1: 2-chloro-4-(morpholin-4-yl)-thieno[3,2-d]pyrimidine With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in tetrahydrofuran; hexanes T=-78 - -30°C; 1 h; 2: N,N-dimethyl-formamide in tetrahydrofuran; hexanes T=-78 - 20°C; 0.5 h;

n-butyllithium in tetrahydrofuran; hexane; N,N-dimethyl-formamide

sodium carbonate; PdCl2(PPh3)2 in ethanol; water; ethyl acetate; toluene

1.1: lithium diisopropyl amide / hexane; tetrahydrofuran / 1 h / -78 °C 1.2: 11 h / -78 - 20 °C 2.1: titanium(IV) isopropylate; triethylamine / chloroform / Reflux 2.2: 12 h / 20 °C 3.1: sodium hydrogencarbonate / bis-triphenylphosphine-palladium(II) chloride / toluene; ethanol; water / 1 h / 120 °C / Inert atmosphere; Microwave irradiation View Scheme

1: 2-chloro-4-(morpholin-4-yl)-thieno[3,2-d]pyrimidine With isopropylmagnesium chloride in tetrahydrofuran T=0°C; 0.5 h; Inert atmosphere; 2: With n-butyllithium in tetrahydrofuran; hexane T=-10°C; Inert atmosphere; 3: 1-((4-(methylsulfonyl)piperazin-1-yl)methyl)-1H-benzotriazole With zinc(II) chloride in tetrahydrofuran; hexane T=-20 - 10°C; 0.5 h; Inert atmosphere;

1.1: lithium diisopropyl amide / hexane; tetrahydrofuran / 1 h / -78 °C 1.2: 11 h / -78 - 20 °C 2.1: titanium(IV) isopropylate; triethylamine / chloroform / Reflux 2.2: 12 h / 20 °C View Scheme

methanol; sodium tetrahydroborate; ethanol in tetrahydrofuran T=20°C; 2 h;