HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 22175842, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cyanuric chloride | HCID 7954 | — |
| Reactant | HCID 22175193 | HCID 22175193 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22175842 | HCID 22175842 | 94.6% |
Reaction Steps
A solution of tert-butyl{6-[5-(aminocarbonyl)-4-methyl-1,3-thiazol-2-yl]-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-3-isoquinolinyl}methylcarbamate (0.16 g, 0.3 mmol) and cyanuric chloride (0.17 g, 0.9 mmol) in N,N-dimethylformamide (10 mmol) was stirred at 0° C. for 1 h. The resulting 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 residue was purified by silica gel column chromatography to give tert-butyl[6-(5-cyano-4-methyl-1,3-thiazol-2-yl)-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.15 g, 93.8%) as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07034039B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-3865bd84e62b4433ba84b2665c579d7a |
| Source note | uspto-grants-2006_04 |