Diiodomethane → 2-[1-(2,3-Difluorobenzyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-4-iodo-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one

Participants

Reaction Conditions

Reaction Steps

150 mg (0.34 mmol) of 4-amino-2-[1-(2,3-difluorobenzyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one were admixed with 6.650 g (19.86 mmol) of diiodomethane and 402 mg (3.44 mmol) of isopentyl nitrite. The mixture was stirred at 85° C. for 8 h. 70 mg (0.69 mmol) of triethylamine were added and the mixture was again boiled under reflux at 85° C. After cooling, the mixture was diluted with acetonitrile and purified by means of preparative HPLC (eluent: acetonitrile/water with, gradient 30:70→95:5). 44 mg (purity 67%, 16% of theory) of the target compound were obtained.

Provenance & Evidence