Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3-Bromopropyl)benzene | HCID 12503 | — |
| Reactant | 1,8-Diazabicyclo[5.4.0]undec-2-ene | HCID 9812821 | — |
| Reactant | HCID 21993635 | HCID 21993635 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 21993932 | HCID 21993932 | 66.3% |
Reaction Steps
1-Bromo-3-phenylpropane (210 mg, 1.05 mmol) was added to a stirred solution of N-[3-(2-oxopiperazin-1-yl)propan-1-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide dihydrochloride (389 mg, 0.904 mmol), triethylamine (459 mg, 4.53 mmol), sodium iodide (163 mg, 1.09 mmol) and 1,8-diazabicyclo[5.4.0]undecene (275 mg, 1.81 mmol) in acetonitrile (10 ml) at room temperature. After refluxing under nitrogen for 2 days, the reaction mixture was concentrated in vacuo. The residue was dissolved in water and extracted with chloroform. The extract was washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed on silica gel (15 g) with Ethyl acetate-Methanol (8:1) to give N-[3-[4-(3-phenylpropan-1-yl)-2-oxopiperazin-1-yl]propan-1-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide as a purple amorphous powder(285 mg, 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06235731B1 |
|---|
| Source dataset | uspto-grants-2001_05 |
|---|
| ORD ID | ord-4935ed95bdf14614b750cfa8732528dd |
|---|
| Source note | uspto-grants-2001_05 |
|---|