Multi-step reaction with 9 steps
1: 1.) oxalyl chloride, 3.) AlCl3
2: K2CO3 / dimethylformamide / 1 h / Ambient temperature
3: 1.) potassium tert-butoxide / 1.) THF, 0 deg C, 20 min, 2.) THF, RT, 20 min
4: HCl / tetrahydrofuran; dioxane / 0.5 h
5: dimethylformamide / 1.5 h / Ambient temperature
6: H2 / 10percent Pd/C / ethanol / 0.5 h / 1471.02 Torr
7: 20.3 percent / N,N-diisopropylethylamine / CH2Cl2 / 1.5 h / Ambient temperature
8: NaH / dimethylformamide / 24 h / Ambient temperature
9: H2 / 10percent Pd/C / ethanol
With
hydrogenchloride; aluminium trichloride; oxalyl dichloride; potassium tert-butylate; hydrogen; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.45.1767