HCID 86655242, compound → HCID 67312003, compound

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Reaction Steps

A solution of 2,2,2-trifluoro-N-(4-(N-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)sulfamoyl)-3-((5-propyl-1,3,4-oxadiazol-2-yl)methyl)phenyl)acetamide (390 mg, 0.74 mmol) in 7M ammonium in MeOH (10 mL) was stirred in a sealed tube at 50° C. for 4 hours. After concentrated, the crude mixture was purified by prep HPLC (SunFire Prep C18 OBD 5 uM 30×50 mm column) to give the title compound as a yellow solid (195 mg, yield 62%). MS calcd for (C19H21BN4O5S): 428.3. MS found (ESI negative): (M−H)−=427.1. 1H NMR (DMSO-d6) δ (ppm): 10.0 (s, 1H), 9.12 (bs, 1H), 7.51 (d, J=8.4 Hz, 1H), 7.37 (s, 1H), 7.17 (d, J=8.0 Hz, 1H), 7.05 (d, J=8.4 Hz, 1H), 6.36 (d, J=8.8 Hz, 1H), 6.21 (s, 1H), 4.80 (s, 2H), 4.37 (s, 2H), 2.65 (q, 2H), 1.55 (m, 2H), 0.83 (t, 3H).

Provenance & Evidence