HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → 6-Bromo-3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 5-Bromo-2-hydrazinyl-3-methylpyridine | HCID 53402982 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6-Bromo-3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridine | HCID 83791543 | 96.3% |
Reaction Steps
A solution of acetic anhydride (12.22 mL, 129 mmol) in THF (10 mL) was added over a 10 min period to a suspension of 5-bromo-2-hydrazinyl-3-methylpyridine (25 g, 118 mmol) (Step 130.5) in dioxane (125 mL) and acetic acid (25 mL), at rt. The reaction mixture was stirred for 10 min at rt, heated to 100° C., stirred for 7 h at this temperature, and concentrated. The solid residue was purified by trituration with TBME to provide the title compound (25.7 g) as a colorless solid. tR: 0.39 min (LC-MS 2); ESI-MS: 225.9 [M+H]+ (LC-MS 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975417B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-760f16ae51164fa6a9668cebcad1bf58 |
| Source note | uspto-grants-2015_03 |