Multi-step reaction with 7 steps
1: 5percent aq. HCO2H / 10percent Pd/C / 18 h / Ambient temperature
2: toluene / 2.5 h / 70 °C
3: 98 percent / POCl3, Et3N / CH2Cl2 / 1 h / Ambient temperature
4: 67 percent / DPPA, DBN / dimethylformamide
5: 1.) s-BuLi, DMPU / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 30 min
6: 83 percent / BBr3 / CH2Cl2 / 18 h / Ambient temperature
7: 42 percent / K2CO3 / acetonitrile / Heating
With
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; formic acid; 2,6-dichloro-benzonitrile; diphenyl-phosphinic acid; sec.-butyllithium; boron tribromide; potassium carbonate; triethylamine; trichlorophosphate;
palladium on activated charcoal;
In
dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm00076a018