Sulfamic Acid → HCID 67386109, compound

Participants

Reaction Steps

A mixture of 2-[1-(2,5-difluoro-phenyl)-1H-imidazol-4-yl]-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde (0.087 g, 0.19 mmol) and sulfamic acid (0.127 g, 1.30 mmol) in 2 mL of 1,4-dioxane and 0.2 mL of water was treated dropwise with a mixture of sodium chlorite (0.031 g, 0.27 mmol) and KH2PO4 (0.335 g, 2.46 mmol)) in 1 mL of water, rinsing with 1 mL of water. The pale yellow solution was stirred 1.25 h as a white precipitate formed. The mixture was partitioned between 10 mL of water and 10 mL of ethyl acetate. The organic layer was washed with 10 mL of a sat. aq. NaCl solution, dried over Na2SO4, filtered and concentrated to afford 0.067 g (74%) of 2-[1-(2,5-difluoro-phenyl)-1H-imidazol-4-yl]-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid as a pale yellow solid, which was used without further purification. MS: (M+H)+=472.

Provenance & Evidence