HCID 67070084, compound → HCID 67069899, compound

Participants

Reaction Conditions

Reaction Steps

step 1—A mixture of 3-(3-bromo-5-tert-butyl-phenyl)-2-methoxy-pyridine (184 mg, 0.575 mmol) and PdCl2(dppf)2 (40 mg, 0.049 mmol) in a Schlenk flask was purged with argon 3 times before THF (5 mL) was added followed by benzylzinc bromide (0.5M in THF, 2.3 mL, 1.150 mmol). The reaction was then heated at 70° C. overnight then cooled to RT, filtered through a pad of CELITE and the filtrate was concentrated. The crude residue was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient (0 to 4% EtOAc) to afford 156 mg (82%) of 3-(3-benzyl-5-tert-butyl-phenyl)-2-methoxy-pyridine (126) as a colorless oil.

Provenance & Evidence