HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 178466538, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 1-(3-Ethoxy-benzoyl)-6,7-dimethoxy-isoquinoline-4-carbonitrile | HCID 22048431 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178466538 | HCID 178466538 | — |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
The mixture of 1-(3-Ethoxy-benzoyl)-6,7-dimethoxy-isoquinoline-4-carbonitrile (50 mg, 140 mmol), sodium azide (20 mg, 310 mmol) and ammonium chloride (16.2 mg, 310 mmol) in DMF (2 mL) was stirred at 120° C. for 24 h. After removal of solvent, the crude product was purified directly by HPLC (Reverse C18, 10%-90% acetonitrile in water in 10 min) afforded our desired product [6,7-Dimethoxy-4-(1H-tetrazol-5-yl)-isoquinolin-1-yl]-(3-ethoxy-phenyl)-methanone with trifluoro-acetic (31 mg, 55%) as a light yellow solid. LC/MS m/e calcd for C21H19N5O4 (MH+) 406, found 406.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07067529B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-eed70cc3c1734665aa63b5776de29804 |
| Source note | uspto-grants-2006_06 |