Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Ethylpiperazine | HCID 79196 | — |
| Reactant | 4-Ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)benzene-1-sulfonyl chloride | HCID 135430159 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Vardenafil | HCID 135400189 | 66.4% |
Reaction Steps
470 mg (1.14 mmol) of 4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydro-imidazo[5,1-f][1,2,4]triazin-2-yl)-benzenesulphonyl chloride are dissolved in 20 ml of dichloromethane and cooled to 0° C. 390 mg (3.42 mmol) of N-ethylpiperazine are added, and the reaction mixture is stirred at room temperature overnight. The mixture is diluted with dichloromethane, the organic phase is washed twice with water and dried over sodium sulphate and the solvent is removed under reduced pressure. Crystallization from ether gives 370 mg (66%) of a colourless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07704999B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-68d0179be0d24e29a11be4733559bbaf |
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| Source note | uspto-grants-2010_04 |
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