Ammonium Chloride → HCID 59835091, compound

Participants

Reaction Conditions

Reaction Steps

An ice-cold solution of 6-(2-furyl)-9-(3-methoxybenzyl)-9H-purine-2-amine (160 mg, 0.5 mmol) in DCM (3 mL) was treated with BBr3 (1 mL, 1-M in DCM, 1 mmol), stirred at 0° C. for 3 h, treated with more BBr3 (2 ml, 1-M in DCM, 2 mmol), stirred for 16 h, treated with NH4Cl solution, extracted with EtOAc, dried (MgSO4), concentrated in vacuo, triturated with ether and filtered. The resulting solid was suspended in aqueous sodium bicarbonate, extracted with ether, the aqueous phase was acidified to pH 7 and the resulting solid filtered, suspended in methanol, treated with HCl in dioxane (4-M, 2 mL), diluted with ether and filtered to give the title compound (82 mg, 48%) as a yellow solid.

Provenance & Evidence