Bromide ion → HCID 131730014, compound

Participants

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of methanesulfonic acid 2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-ylmethyl ester (430 mg, 1.33 mmol), 4-nitro-1H-pyrazole (172 mg, 1.33 mmol) and TBA bromide (86 mg, 0.26 mmol) in acetone (15.0 mL) was treated with K2CO3 (935 mg, 6.69 mmol) and the reaction mixture was stirred at rt until completion. The solvent was removed under reduced pressure and water (10 mL) and EA (10 mL) were added. The aq. layer was extracted with EA (10 mL) and the combined org. extracts were dried over Na2SO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (1:0 to 17:3 hept-EA) gave the title compound as a pale yellow solid. TLC: rf (1:1 hept-EA)=0.46. LC-MS-conditions 02: tR=1.09 min; [M+H]+=339.44.

Provenance & Evidence