HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-iodo-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-9-carboxylate → Methyl 2-cyano-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-9-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-iodo-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-9-carboxylate | HCID 58204516 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-cyano-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-9-carboxylate | HCID 67050620 | 74.3% |
Reaction Steps
Methyl 2-iodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-9-carboxylate (740, 2.3 mmol) and copper cyanide (537 mg, 6.9 mmol) were mixed in DMF (8 mL). The reaction was microwaved on 200 watts, 150° C. for 40 minutes. The reaction mixture was partitioned between 15% ammonia in water and EtOAc. The aqueous layer was extracted with EtOAc three times, combined organic extracts were washed with water, brine and dried over MgSO4 to produce 0.46 g (74% yield) of methyl 2-cyano-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-9-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08343955B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-51b6d3a3e3a444cfb0791bf9cf401fc7 |
| Source note | uspto-grants-2013_01 |