Potassium Phosphate, Tribasic → HCID 58415309, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of K3PO4 (12 g, 55 mmol), S-Phos (0.45 g, 1.1 mmol), and palladium acetate (0.21 g, 0.91 mmol) in THF (55 mL) was prepared in a sealed tube. The mixture was treated with 2-chloro-6-iodopyridin-3-ol (4.67 g, 18 mmol) and β-benzyl-9-BBN (0.5M solution in THF, 73 mL, 37 mmol) and heated to 80° C. for 2 h. The crude mixture was diluted with EtOAc, washed with 2M aqueous NaOH, brine, dried over MgSO4, and evaporated. Purification by flash chromatography (EtOAc/hexanes) gave 6-benzyl-2-chloropyridin-3-ol. 1H NMR (300 MHz, CDCl3) δ ppm 7.11-7.41 (m, 6H), 6.94 (d, J=8.2 Hz, 1H), 5.49 (br. s, 1H), 4.06 (s, 2H). MS (ESI) m/z: Calculated; 219.1 Observed: 220.0 (M++1).

Provenance & Evidence