HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 8-Bromo-7-(2-butyn-1-yl)-3,7-dihydro-3-methyl-1H-purine-2,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 8-bromo-3-methyl-3,7-dihydro-1H-purine-2,6-dione | HCID 1548797 | — |
| Reactant | 1-Bromo-2-butyne | HCID 2756862 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 8-Bromo-7-(2-butyn-1-yl)-3,7-dihydro-3-methyl-1H-purine-2,6-dione | HCID 21088927 | 85% |
Reaction Steps
By utilizing the well known method, 8-bromo-3-methyl-xanthine (5 g, 20.4 mmol) was dissolved in N,N-dimethylformamide (30 ml). N,N-diisopropylethylamine (2.633 g, 20.4 mmol) and 1-bromo-2-butyne (2.714 g, 20.4 mmol) were added to obtain a reaction mixture. The reaction mixture was reacted overnight at room temperature and TLC was used to monitor the reaction progress. After the reaction was completed, the obtained reaction mixture was poured into water, suction filtered, and the obtained solid was washed with water for three times, dried to give 3-methyl-7-(2-butyn-1-yl)-8-bromo-xanthine 1a (5.15 g, light yellow solid), yield: 85%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09255098B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-458117b89d4446e8849050ef89dbe7f1 |
| Source note | uspto-grants-2016_02 |