O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamine → HCID 70980308, compound

Participants

Reaction Conditions

Reaction Steps

(3-Bromo-pyridin-2-yl)-phenyl-acetonitrile (0.528 g, 1 eq) was dissolved in DCM (5 mL) and the solution cooled to 0° C. O-(Mesitylsulfonyl)hydroxylamine (0.540 g, 1 eq) was added portion-wise and the reaction was stirred at 0° C. for 2 h then stored at 4° C. for 16 h. An additional portion of 0-(mesitylsulfonyl)hydroxylamine (Intermediate 2, cf above) was added and the reaction mixture stirred at 0° C. for 2 h. The precipitate was collected by filtration and washed with pet ether 40-60 yielding the intermediate aminopyridine salt. The residue was re-dissolved in DCM/water and the aqueous was extracted with DCM (×3). The combined organics were dried and concentrated in vacuo to afford the expected product.

Provenance & Evidence