반응 #1343293

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Ethyl 2-(2-(N-(5-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)sulfamoyl)-5-(2,2,2-trifluoroacetamido)phenyl)acetate

NH3

→

title compound

수율 40.0%

Ethyl 2-(5-amino-2-(N-(5-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)sulfamoyl)phenyl)acetate

수율 40.0%

반응 조건

후처리

1. 1
   기타Purification
2. 2
   기타The solvent was removed in vacuo
3. 3
   기타the product was recrystallized from EtOAc/MeOH

실험 절차

Ethyl 2-(2-(N-(5-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)sulfamoyl)-5-(2,2,2-trifluoroacetamido)phenyl)acetate (0.25 g, 0.50 mmol) and NH3 (7M in MeOH, 5 mL) was heated to 80° C. for 2 hrs. The reaction was monitored by LC/MS. Purification: The solvent was removed in vacuo and the product was recrystallized from EtOAc/MeOH to give 80 mg of the title compound as a white solid (yield: 40%). 1H NMR (400 MHz, DMSO-d6) δ (ppm): 9.62 (s, 1H), 9.27 (bs, 1H), 7.64 (d, J=8.2 Hz, 1H), 7.31 (d, J=8.8 Hz, 1H), 7.16 (d, J=10 Hz, 1H), 6.41 (d, J=2.4 Hz, 1H), 6.36 (dd, J=8.8, 2 Hz, 1H), 5.94 (s, 2H), 4.88 (s, 2H), 4.05 (q, J=7.6 Hz, 2H), 3.87 (s, 2H), 1.17 (t, J=7.2 Hz, 3H); MS (ESI) m/z=407.1 (M−H, negative).

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