HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 5-Chloropyrazolo(1,5-a)pyrimidine-3-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 5-Chloropyrazolo(1,5-a)pyrimidine | HCID 21071759 | — |
| Product | 5-Chloropyrazolo(1,5-a)pyrimidine-3-carbaldehyde | HCID 58196401 | 82% |
Reaction Steps
To 5-chloropyrazolo[1,5-a]pyrimidine (5.0 g, 32.5 mmol) in DMF was added POCl3 (7.5 mL, 81.2 mmol). The mixture was stirred at room temperature overnight. Ice was added to quench POCl3, then the mixture was neutralized with 1M NaOH. The resulting yellow precipitate was filtered and dried to yield 4.85 g (82% yield) of 5-chloropyrazolo[1,5-a]pyrimidine-3-carbaldehyde as yellow solid. LCMS (M+1=182)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367681B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-a6bf1d10032c4681b7f523157488e8b6 |
| Source note | uspto-grants-2013_02 |