HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl 4-(5-(hydroxymethyl)-[1,2,4]triazolo[4,3-a]pyrazin-8-yl)piperazine-1-carboxylate → Tert-butyl 4-(5-formyl-[1,2,4]triazolo[4,3-a]pyrazin-8-yl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl 4-(5-(hydroxymethyl)-[1,2,4]triazolo[4,3-a]pyrazin-8-yl)piperazine-1-carboxylate | HCID 58447010 | — |
| Catalyst | Manganese dioxide | HCID 14801 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 4-(5-formyl-[1,2,4]triazolo[4,3-a]pyrazin-8-yl)piperazine-1-carboxylate | HCID 58447024 | 87% |
Reaction Steps
A 250 mL round bottom flask was charged with tert-butyl 4-(5-(hydroxymethyl)-[1,2,4]triazolo[4,3-a]pyrazin-8-yl)piperazine-1-carboxylate (0.30 g, 0.90 mmol) and dry CH2Cl2 (20 mL). To the above was added activated MnO2 (0.23 g, 2.6 mmol). The resulting suspension was stirred at room temperature for 16 h. Work-up: the reaction mixture was filtered. The filtrate was concentrated in vacuo, to afford 0.26 g (87%) of the product as a yellow solid. MS m/z: 333 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569300B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-53c5c913bcc4438598ef95ff14f7657c |
| Source note | uspto-grants-2013_10 |