Triethylamine → HCID 50923083, compound

Participants

Reaction Steps

To a solution of ethyl 2-(1,6-dihydroxy-4-methyl-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate (200 mg, 0.8 mmol) and Et3N (0.4 ml, 4 mmol) in DCM (8 mL) was added 1-methyl-1H-pyrazole-3-sulfonyl chloride (433 mg, 2.4 mmol) slowly at −78° C. Then stirred at −78° C. to rt overnight. The resulting mixture was concentrated, chromatography on silica gel, (DCM/MeOH 9.5/0.5) to get white solid. Further purification by reverse-phase prep. HPLC to get the title compound colorless oil (64 mg). 1H NMR (400 MHz, DMSO-d6) δ 9.15 (br, 1H), 8.00 (s, 1H), 7.19 (s, 1H), 6.80 (s, 1H), 6.79 (s, 1H), 5.45 (q, 2H), 4.00 (t, 3H), 2.48 (d, 2H), 2.25 (d, 1H), 2.21 (s, 3H), 1.08 (t, 3H) ppm. MS (ESI) m/z=393.0 [M−H]−.

Provenance & Evidence