HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-{6-Azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 2-{6-Chloro-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol | HCID 11118967 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-{6-Azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol | HCID 11807790 | 87.5% |
Reaction Steps
A mixture of 2-{6-chloro-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol (21.85 g), sodium azide (10.7 g) and dimethyformamide (260 ml) is heated with stirring at 75°-80° C. overnight. After cooling, the mixture is treated with water, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is crystallized from hexane to give 2-{6-azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol (19.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05728706 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-c78f869bf2a74b75ba8846f932a65794 |
| Source note | uspto-grants-1998_03 |