Dibutyltin oxide → HCID 178525387, compound

Participants

Reaction Conditions

Reaction Steps

Add azidotrimethylsilane (3.5 mL; 9.7 equiv; 26.27 mmoles) and dibutyloxostannane (0.163 g; 0.25 equiv; 0.66 mmoles) to a solution of 3-cyanopropyl 2-(indan-2-ylamino)-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylate (0.98 g; 1.0 equiv; 2.70 mmoles) in toluene (20.4 mL). Heat the reaction mixture to 100° C. for 18 hours. Concentrate the solution and purify by reverse phase chromatography followed by silica gel chromatography (0 to 15% methanol in chloroform) to afford the desired 3-(1H-tetrazol-5-yl)propyl 2-(2,3-dihydro-1H-inden-2-ylamino)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate (0.097 g; 9%) as a brown solid: MS (m/z): 407(M+1).

Provenance & Evidence