Triethylamine → HCID 68656386, compound

Participants

Reaction Steps

To a solution of the 3-(5-(5-(3-(methylsulfonyl)phenyl)-thiophen-2-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)aniline in anhydrous DCM (1.0 mL) and THF (3.0 mL) was added trimethylsilyl isocyanate (112 mg, 0.85 mmol) and triethyl amine (29 mg, 0.28 mmol). The reaction mixture was stirred under nitrogen atmosphere for overnight. A 1.0 M solution of tetra-butylammonium fluoride (1.42 mL, 1.42 mmol) in THF was added and the mixture was stirred at room temperature for overnight. The solvent was evaporated in vacuo and the resulting residue was purified by HPLC, providing the urea product (70 mg, 49%). 1H-NMR (Acetone-d6): δ 8.56 (s, 1H), 8.13 (m, 1H), 7.98 (m, 1H), 7.91 (m, 1H), 7.69 (m, 1H), 7.60 (m, 1H), 7.49 (m, 1H), 7.20 (m, 1H), 7.17 (m, 1H), 6.44 (br, 2H), 3.18 (s, 3H). MS (ES): 507 [M+H]+.

Provenance & Evidence