Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Benzyl Chloride | HCID 7503 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,8-Diazabicyclo[5.4.0]undec-2-ene | HCID 9812821 | — |
| Reactant | HCID 21993635 | HCID 21993635 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 21993643 | HCID 21993643 | — |
Reaction Steps
Benzylchloride (187 mg, 1.48 mmol) was added to a stirred solution of N-[3-(2-oxopiperazin-1-yl)propan-1-yl]-5-thia-1,8b-diazaacenaphtylene-4-carboxamide dihydrochloride (518 mg, 1.20 mmol), triethylamine (605 mg, 5.98 mmol), sodium iodide (216 mg, 1.44 mmol) and 1,8-diazabicyclo[5.4.0]undecene (366 mg, 2.41 mmol) in acetonitrile (20 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 (20 g) with Ethyl acetate-Methanol (8:1) to give N-[3-(4-phenylmethyl-2-oxopiperazine-1-yl)propane-1-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide as a purple amorphous powdeer (303 mg, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06235731B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-b5d4dcbbf3cf47d2b4012f7da435cdaa |
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| Source note | uspto-grants-2001_05 |
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