HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178450246, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine hydrochloride | HCID 11130 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 22175265 | HCID 22175265 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178450246 | HCID 178450246 | 53.2% |
Reaction Steps
A solution of tert-butyl(4-butoxy-6-cyano-2-isobutyl-1-oxo-1,2-dihydro-3-isoquinolinyl)methylcarbamate (0.85 g, 2 mmol), triethylamine hydrochloride (0.34 g, 2.5 mmol) and sodium azide (0.16 g, 2.5 mmol) in toluene (20 ml) was stirred at 90° C. for 24 h. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained crystals were recrystallized from tetrahydrofuran-diisopropyl ether to give tert-butyl [4-butoxy-2-isobutyl-1-oxo-6-(1H-tetrazol-5-yl)-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.50 g, 53.2%) as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07034039B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-6c54b29210514fbf975defe07f8b378c |
| Source note | uspto-grants-2006_04 |