HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 117699275, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 117699092 | HCID 117699092 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 117699275 | HCID 117699275 | 72% |
Reaction Steps
5-[4-(2-Methoxybenzoylamino)phenyl]-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione (56 mg, 0.124 mmol) obtained in Example 12 was dissolved in dichloromethane (1.2 mL), the solution was added with a 1 M solution of boron tribromide in dichloromethane (0.37 mL, 0.37 mmol) on an ice bath, and the mixture was stirred at room temperature for 16 hours. After completion of the reaction, the reaction mixture was added with 25% aqueous ammonia, and the mixture was extracted with chloroform. Then, the organic layer was dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform/methanol=100/1) to give the title compound (39 mg, yield 72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382236B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-fb85377e08e045c48daea9123441b169 |
| Source note | uspto-grants-2016_07 |