Iodine → HCID 118272185, compound

Participants

Reaction Steps

6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridine-4-carbaldehyde oxime (165 mg, 0.352 mmol) was taken up in DCM (6 ml) and triphenylphosphine (92 mg, 0.352 mmol) was added, followed by iodine (89 mg, 0.352 mmol). The resulting mixture was stirred at room temperature overnight. Saturated NaHCO3 was added and the products extracted into EtOAc (×2). The combined organic extracts were washed with brine, dried over MgSO4 and concentrated in vacuo. Purification of the residue by MPLC (0-25% EtOAc-hexanes) gave 6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridine-4-carbonitrile (42B). 1H NMR (500 MHz, DMSO-d6) δ 7.37 (m, 9H), 7.13 (m, 6H), 5.89 (s, 1H), 3.40 (s, 3H).

Provenance & Evidence