HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-Methyl-8-piperazin-1-yl-7-prop-2-enylpurine-2,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 4-(7-Allyl-3-methyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)piperazine-1-carboxylic acid tert-butyl ester | HCID 23536954 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Methyl-8-piperazin-1-yl-7-prop-2-enylpurine-2,6-dione | HCID 677423 | 76.2% |
Reaction Steps
Trifluoroacetic acid (294 μl) was added dropwise to a solution of 4-(7-allyl-3-methyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)piperazine-1-carboxylic acid tert-butyl ester (150 mg) in methylene chloride (2 ml), and the reaction mixture was stirred at room temperature for 1 hour and 30 minutes. The solvent was removed by distillation at reduced pressure from the reaction mixture. The residue was subjected to azeotropic distillation with toluene, and then was purified by silica gel column chromatography to give 85 mg of the title compound from a fraction eluted with methanol-ethyl acetate (1:10).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07074798B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-af7ad205287341fbbed303d22e378a13 |
| Source note | uspto-grants-2006_07 |