反応 #736
ord-a5d4f788c47d4d46a04a4c8af6024836
反応条件
実験手順
In a 5 MW vial, Pd2((dba)3 (7.23 mg, 7.90 µmol), 2,2'-bis(diphenylphosphanyl)-1,1'-binaphthalene (BINAP) (9.71 mg, 0.02 mmol), sodium 2-methylpropan-2-olate (174 mg, 1.81 mmol), (3-methyloxetan-3-yl)methanamine (126 mg, 1.25 mmol) and 2-bromo-3-chloropyridine (200 mg, 1.04 mmol) mixed in toluene (2 mL) to give a brown suspension. The mixture was degassed with N2 bubbling for 5 min, then the vial was capped and the reaction stirred at 115°C in an oil-bath for 1h then to rt for 2h. LC-MS: 61% product, 28% sm left. The reaction was cooled to rt and the solvent was evaporated. The residue was purified by automated flash chromatography on a 25g column. A gradient from 5% to 50% of EtOAc in heptane over 15CV was used as mobile phase. The product was collected using the wavelength 315 nm, relevant fractions pooled and evaporated to give 27 mg suryp. LC-MS: M+1=213 found. 1H-NMR: OK, traces of sm and solvents left. 1H NMR (400 MHz, CDCl3) d 1.37 (s, 3H), 3.70 (d, 2H), 4.42 (d, 2H), 4.58 (d, 2H), 5.25 (s, 1H), 6.53 (dd, 1H), 7.44 (dd, 1H), 8.00 (dd, 1H). Expected Number of Hs: 13 Assigned Hs: 13.