Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium | HCID 223 | — |
| Reactant | HCID 86655214 | HCID 86655214 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 53234372 | HCID 53234372 | 52.9% |
Reaction Steps
A solution of 2,2,2-trifluoro-N-(3-(2-fluoroethyl)-4-(N-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)sulfamoyl)phenyl)acetamide (210 mg, 0.47 mmol) and 7M ammonium in MeOH (10 mL) in 10 mL of MeOH was stirred in a sealed tube at 60° C. for 2 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 (87 mg). MS calcd for (C15H16BFN2O4S): 350.1. MS found (ESI negative): (M−H)−=349.1. 1H NMR (400 MHz, DMSO-d6) δ (ppm): 10.05 (s, 1H), 9.2 (bs, 1H), 7.57 (d, J=8.4 Hz, 1H), 7.42 (d, J=2 Hz, 2H), 7.22 (d, J=8 Hz, 1H), 7.12 (dd, J=8, 2 Hz, 1H), 6.46 (d, J=2 Hz, 1H), 6.40 (dd, J=8.4, 2 Hz, 1H), 5.5 (bs, 2H), 4.86 (s, 2H), 4.59 (dt, J=48, 6.4 Hz, 2H), 4.23 (dt, J=23, 6 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08461134B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-764da36954474b108114b2fe4907e77f |
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| Source note | uspto-grants-2013_06 |
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