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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873993Generated: October 29, 2026

Acetic Anhydride → 6-Bromo-3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridine

https://huagongshe.com/reaction/873993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant5-Bromo-2-hydrazinyl-3-methylpyridineHCID 53402982—
SolventAcetic AcidHCID 176—
SolventTetrahydrofuranHCID 8028—
Solvent1,4-DioxaneHCID 31275—
Product6-Bromo-3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridineHCID 8379154396.3%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975417B2
Source datasetuspto-grants-2015_03
ORD IDord-760f16ae51164fa6a9668cebcad1bf58
Source noteuspto-grants-2015_03