HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 58292565, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 58292618 | HCID 58292618 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58292565 | HCID 58292565 | — |
Reaction Steps
To a solution of [6-(3-aminomethyl-pyrazin-2-yloxy)-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester (190 mg, 0.532 mmol) in THF (5 mL) and H2O (2 mL) was added LiOH (0.111 g, 2.66 mmol). The resulting solution was stirred at room temperature overnight. The mixture was diluted with H2O and acidified to pH 3 with 1N HCl. The resulting mixture was concentrated and the residue was purified by prep HPLC. The title compound was obtained (100 mg, 57%) as a white solid. 1H NMR (CD3OD) δ8.30 (d, 1H), 8.07 (d, 1H), 7.21 (d, 1H), 7.09 (d, 1H), 5.66 (dd, 1H), 4.47 (s, 2H), 3.14 (dd, 1H), 2.37 (s, 3H), 2.30 (dd, 1H). MS calcd for (C15H16BN3O5+H)+: 330. MS found: (M+H)+=330.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08343944B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-c2260d55a3e64c76b097f92a22fe4267 |
| Source note | uspto-grants-2013_01 |