Sodium Bicarbonate → HCID 178439263, compound

Participants

Reaction Steps

To a solution of 2-[(6-aminopyridin-3-yl)oxy]-5-propylphenol (0.20 mmol; 50 mg) under argon, in H2SO4 (35%; 0.2 mL), cooled to 0° C., was slowly added NaNO2 (0.26 mmol; 18 mg) in water (0.2 mL). After 30 min, CuSO4 (3 mmol; 477 mg) in water (1 mL), then Cu2O (0.18 mmol; 26 mg) were added. After 30 min, the mixture was neutralised with NaHCO3 sat. (1 mL), extracted with ethyl acetate (3*3 mL). Combined organic phases were washed with water (3 mL), dried over MgSO4, concentrated in vacuo. An analytical sample was obtained by preparative TLC to yield the title compound as a white solid (5 mg; 0.02 mmol; ca 20%).

Provenance & Evidence