HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22175767, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Iodoacetamide | HCID 3727 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 22175869 | HCID 22175869 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22175767 | HCID 22175767 | 78.7% |
Reaction Steps
A solution of tert-butyl(4-butoxy-6-hydroxy-2-isobutyl-1-oxo-1,2-dihydro-3-isoquinolinyl)methylcarbamate (0.42 g, 1 mmol), 2-iodoacetamide (0.27 g, 1.5 mmol) and 1,8-diazabicyclo[5.4.0]-7-undecene (0.22 mL, 1.5 mmol) in N,N-dimethylformamide (10 mL) was stirred at 80° C. for 10 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 ethyl acetate-diisopropyl ether to give tert-butyl[6-(2-amino-2-oxoethoxy)-4-butoxy-2-isobutyl-1-oxo-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.37 g, 78.7%) as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07034039B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-93e115d7b2bd4a15877d7a4f25fc20f2 |
| Source note | uspto-grants-2006_04 |