Binap, (A+-)- → HCID 131734735, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2-bromo-4-methylpyridine (90 mg, 0.523 mmol), sodium tert-butoxide (101 mg, 1.046 mmol), tert-butyl 3-aminoazetidine-1-carboxylate (451 mg, 2.62 mmol) and BINAP (16.3 mg, 0.026 mmol) in anhydrous toluene (7 ml) was purged with argon. Palladium(II)acetate (5.9 mg, 0.026 mmol) was added and the mixture was stirred at 100° C. overnight in a closed vial. After cooling to room temperature the mixture was filtered through kieselguhr and concentrated under reduced pressure. The residue was purified by column chromatography (silica, gradient from 0.5 to 10% ethyl acetate in heptane) to afford 60 mg of a solid (0.228 mmol, 43%) MS (ESI) m/z=264.2 [M+1]+.

Provenance & Evidence