Triphenylphosphine → HCID 58416760, compound

Participants

Reaction Steps

To a solution of 4-nitronaphthol (5.17 g, 27.3 mmol), PPh3 (10.75 g, 41.0 mmol) and 2-aminopyridine-4-methanol (1) (5.09 g, 41.0 mmol) in THF (50 mL) was added dropwise DIAD (8.07 mL, 41.0 mmol) at −15° C. The mixture was stirred overnight at RT and the volatiles removed in vacuo. The crude product was triturated from EtOAc (150 mL), filtered off and washed with EtOAc (100 mL). A second trituration from MeOH (100 mL) gave 2-amino-4-((4-nitronaphthalen-1-yloxy) methyl)pyridine (2) (4.54 g, 56%) as a yellow solid: m/z 296 (M+H)+ (ES+).

Provenance & Evidence