HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Bromomethyl)-1-methoxy-4-nitrobenzene → 7-(2-Furyl)-3-(2-methoxy-5-nitrobenzyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-5-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Bromomethyl)-1-methoxy-4-nitrobenzene | HCID 77516 | — |
| Reactant | HCID 178508305 | HCID 178508305 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-(2-Furyl)-3-(2-methoxy-5-nitrobenzyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-5-amine | HCID 21874532 | 25.3% |
Reaction Steps
A solution of 7-(2-furyl)-1H-[1,2,3]triazolo[4,5-d]pyrimidine-5-amine (606 mg, 3 mmol) in DMF (5 mL) at 0° C., was treated with CsCO3 (977 mg, 3 mmol), stirred for 1 h, treated with 2-methoxy-5-nitrobenzyl bromide (738 mg, 3 mmol) and stirred at room temperature for 1 h. The reaction mixture was diluted with water (10 mL), filtered and the resulting solid purified by chromatography [SiO2; EtOAc:Heptane (2:1)] to give the title compound (279 mg, 25%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07589097B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-a8060b0ee1ea47039f7907c49fb68406 |
| Source note | uspto-grants-2009_09 |