1,10-Phenanthroline → HCID 67089136, compound

Participants

Reaction Conditions

Reaction Steps

3-Iodo-1-(4-methoxybenzyl)-5-nitro-1H-pyrazolo[3,4-b]pyridine (0.100 g, 0.244 mmol), cyclobutylmethanol (1.05 mL, 12.19 mmol), 1,10-phenanthroline (0.044 g, 0.244 mmol), copper (I) iodide (0.046 g, 0.244 mmol), and 40% KF/Al2O3 (0.248 g, 1.71 mmol) were combined in a reaction vial and heated to 115° C. for 24 hours. After cooling to room temperature, the mixture was diluted with EtOAc (20 mL) and filtered through GF/F filter paper. The filtrate was then concentrated and passed through a 10 g SepPak cartridge, eluting with DCM. The fractions were collected and then purified by preparative TLC (2×0.5 mm plates, 15% EtOAc/hexanes) to give 3-(cyclobutylmethoxy)-1-(4-methoxybenzyl)-5-nitro-1H-pyrazolo[3,4-b]pyridine (22 mg, 24.5%) as a solid.

Provenance & Evidence