HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron tribromide → HCID 135520466, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 11689341 | HCID 11689341 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 135520466 | HCID 135520466 | 80.3% |
Reaction Steps
To a suspension of 5-(3-Benzyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyrazin-5-yl)-2-methoxybenzoic acid (105.9 mg, 0.282 mmol) in DCM (10 mL) at −78° C. was added BBr3 (1 M in DCM, 0.563 mL, 0.563 mmol) in a dropwise fashion. The mixture was allowed to warm to room temperature and stirred vigorously for 16 hours. After concentration under reduced pressure, the residue thus obtained was purified by column chromatography [silica gel; MeOH/DCM (1:9)] to give the product as a brown powder (82 mg, 80%). 1H NMR (400 MHz, DMSO): δ 12.02 (s, 1H), 8.34-8.33 (m, 2H), 7.87 (dd, J=3.0, 11.6 Hz, 1H), 7.41-7.27 (m, 5H), 6.77 (d, J=12.0 Hz, 1H), 5.07 (s, 2H). MS: 363.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07608622B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-1893fdd7f9a642a8a38c2401fa4166af |
| Source note | uspto-grants-2009_10 |