1: pyridine 2: 1.) LDA, Me3SiCl, 2.) LiAlH4 / 1.) THF, from 78 deg C to O deg C 3: 98 percent / (COCl)2, DMSO 4: 85 percent / MgBr2 / diethyl ether / -78 °C 5: pyridine View Scheme

1: pyridine View Scheme

1: pyridine 2: 1.) LDA, Me3SiCl, 2.) LiAlH4 / 1.) THF, from 78 deg C to O deg C 3: 98 percent / (COCl)2, DMSO 4: 85 percent / MgBr2 / diethyl ether / -78 °C 5: pyridine View Scheme

in diethyl ether Yield given;