HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 58292645, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 58292875 | HCID 58292875 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 58292645 | HCID 58292645 | 53.6% |
Reaction Steps
A solution of [4-(3-tert-butoxycarbonylamino-propoxy)-1-hydroxy-6-(pyrazin-2-yloxy)-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester (81 mg) in acetic acid (4 mL) was treated with 1N HCl (1 mL) at 100° C. for 2 h. The reaction was concentrated to dryness. The residue was purified by preparative HPLC to give the title compound (32 mg) as a white solid. 1H NMR (300 MHz, CD3OD) δ 8.42 (s, 1H), 8.31-8.30 (m, 1H), 8.17-8.15 (m, 1H), 6.98 (d, J=1.5 Hz, 1H), 6.90 (d, J=1.5 Hz, 1H), 5.66-5.62 (m, 1H), 4.16 (t, 2H), 3.19 (t, 2H), 3.17-3.09 (m, 1H), 2.47-2.39 (m, 1H), 2.23-2.21 (m, 2H). MS calcd for (C16H18BN3O6+H)+:360.2. MS found: (M+H)+=360.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08343944B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-558f97be2403454bae95f95f6455f715 |
| Source note | uspto-grants-2013_01 |