HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 67253296, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-butyl N-(3-bromopropyl)carbamate | HCID 4460490 | — |
| Reactant | HCID 58292578 | HCID 58292578 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67253296 | HCID 67253296 | 41.5% |
Reaction Steps
A solution of [1,4-dihydroxy-6-(pyrazin-2-yloxy)-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester (from Step 7.9, 90 mg, 0.27 mmol) in DMF (10 mL) was treated with (3-bromo-propyl)-carbamic acid tert-butyl ester (92 mg, 0.41 mmol) and potassium carbonate (187 mg, 1.35 mmol) at 50° C. overnight. The reaction was concentrated to dryness. The residue was diluted with MeOH/H2O and the mixture was adjusted pH to 3. The solution was purified by preparative HPLC to afford the title compound as a white solid (53 mg). MS calcd for (C22H28BN3O8+H-Boc)+: 374.2. MS found: (M+H-Boc)+=374.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08343944B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-9143b902791a4bf6b713ce97e5f624eb |
| Source note | uspto-grants-2013_01 |