N-Methylbenzylamine → HCID 118597637, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl N-[(7-bromo-3,4-dihydro-2H-1-benzopyran-4-yl)methyl]carbamate (500 mg, 1.46 mmol) in toluene (10 mL) was added N-methyl-benzylamine (212 mg, 1.75 mmol), Cs2CO3 (950 mg, 2.92 mmol), BINAP (44 mg, 0.07 mmol) and Pd(OAc)2 (16 mg, 0.07 mmol). The mixture was stirred overnight at 100° C. under nitrogen. The mixture was filtered and concentrated, and the residue was purified by prep-HPLC to give 362 mg (65%) of the title compound as a colorless gum. [M+H] Calc'd for C23H30N2O3, 383. Found, 383.

Provenance & Evidence