Nitrogen → HCID 67367487, compound

Participants

Reaction Conditions

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 5-(3-fluoro-phenyl)-2-methyl-oxazole-4-carboxylic acid (2-{2-[1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-oxazol-5-ylmethyl}-2H-[1,2,3]triazol-4-yl)-amide (110 mg, 0.21 mmol) in dry THF (2.1 mL) was treated at 0° C. with TBAF (0.42 mL of a 1M solution in THF, 0.42 mmol). The reaction mixture was stirred at 0° C. for 45 min. The mixture was then diluted with EA (10 mL), washed with NaHCO3 (10 mL) followed by brine (3×10 mL), dried over MgSO4, filtered and concentrated under reduced pressure. Purification of the residue by FC (19:1 CH2Cl2-MeOH) gave the title compound as an orange oil. TLC:rf (19:1 CH2Cl2-MeOH)=0.21. LC-MS-conditions 02: tR=0.94 min; [M+H]+=412.86.

Provenance & Evidence