Bromotrimethylsilane → HCID 178462104, compound

Participants

Reaction Steps

To a solution of (R)-diethyl 4-(1-(4-hydroxy-2-(pyridin-2-yl)pyrimidine-5-carboxamido)ethyl)phenylphosphonate, 3-4, (400 mg, 0.88 mmol) in DCM (10 ml) was added dropwise TMSBr (2.0 g, 13.15 mmol) at 0° C., and the reaction mixture was stirred at room temperature overnight. The reaction mixture was evaporated to dryness, and the residue was treated with MeCN and water at room temperature. The resulting solid was collected via filtration to obtain the product, 3-5, (200 mg). 1H NMR (DMSO-d6, 300 MHz,): δ 11.29 (s, 5H), 9.93-9.96 (m, 1H), 8.80-8.81 (m, 1H), 8.56 (s, 1H), 8.37-8.39 (m, 1H), 8.07-8.12 (m, 1H), 7.61-7.74 (m, 3H), 7.42-7.46 (m, 2H), 5.12-5.16 (m, 1H) 2.07 (s, 1H), 1.48-1.51 (m, 3H), (M+H)+=401.2.

Provenance & Evidence