Sulfamic Acid → HCID 90040555, compound

Participants

Reaction Steps

To a stirred solution of 2-bromo-3-chloro-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde (1.96 g, 5.03 mmol) in a (1:1) mixed solvent system of 1,4-dioxane:water (105 mL), were added sulfamic acid (2.93 g, 30.15 mmol), sodium chlorite (0.591 g, 6.53 mmol) and potassium dihydrogen phosphate (8.20 g, 60.3 mmol). The mixture was stirred overnight at room temperature The resulting mixture was diluted with water (50 mL) and extracted with ethyl acetate (150 mL×3). The combined organic phases were washed with brine, dried and concentrated in vacuo to a yellow solid which was thoroughly washed with hexane to give 2-bromo-3-chloro-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (1.62 g, 79%) as off-white solid. LC-MS: 406.2 (M−H).

Provenance & Evidence