N-Iodosuccinimide → HCID 66791227, compound

Participants

Reaction Steps

N-Iodosuccinimide (3.2 g, 14.2 mmol) was added portionwise to an ice-cold stirred suspension of N,N-dimethyl-N′-(5H-pyrrolo[3,2-d]pyrimidin-2-yl)-formamidine (Journal of Medicinal Chemistry, 2003, 46(14), 3060-3071, 2.68 g, 14.2 mmol) in DMF (50 mL). After stirring at ambient temperature overnight, the reaction was concentrated, dissolved in DCM (40 mL) and the product was precipitated using EtOAc (250 mL). After filtration, the pale yellow powder was collected, washed with EtOAc (2×20 mL) and dried under a vacuum overnight to afford N′-(7-iodo-5H-pyrrolo[3,2-d]pyrimidin-2-yl)-N,N-dimethyl-formamidine (3.8 g, 85%) as a yellow powder; 1H NMR (DMSO-d6, 400 MHz) δ 12.38 (s, 1H), 8.74 (s, 1H), 8.04 (s, 1 H), 7.93 (s, 1H), 3.29 (s, 3H), 3.19 (s, 3H); ESI−MS [M+H]+=316.1.

Provenance & Evidence