HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 58292669, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 67253296 | HCID 67253296 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 58292669 | HCID 58292669 | 64.2% |
Reaction Steps
A solution of [4-(2-tert-butoxycarbonylamino-ethoxy)-1-hydroxy-6-(pyrazin-2-yloxy)-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester (47 mg) in acetic acid (4 mL) was treated with 1N HCl (1 mL) at 100° C. 2 h. The reaction was concentrated to dryness. The residue was purified by preparative HPLC to give the title compound (22 mg) as a white solid. 1H NMR (300 MHz, CD3OD) δ 8.47 (s, 1H), 8.34-8.33 (m, 1H), 8.17-8.15 (m, 1H), 7.08 (d, J=1.8 Hz, 1H), 7.04 (d, J=1.8 Hz, 1H), 5.76-5.72 (m, 1H), 4.35-4.32 (m, 2H), 3.47-3.44 (m, 2H), 3.31-3.25 (m, 1H), 2.57-2.49 (m, 1H). MS calcd for (C15H16BN3O6+H)+: 346.2. MS found: (M+H)+=346.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08343944B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-d00bfca66ad04183ace989b4ae38b524 |
| Source note | uspto-grants-2013_01 |