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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561197Generated: October 31, 2026

Sodium Azide → 4-(2-Bromo-5-fluorophenoxy)-1-[5-(2H-tetrazol-5-yl)-1,3,4-thiadiazol-2-yl]piperidine

https://huagongshe.com/reaction/561197

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
ReactantPyridinium hydrochlorideHCID 21584435—
Reactant5-[4-(2-Bromo-5-fluorophenoxy)piperidin-1-yl]-1,3,4-thiadiazole-2-carbonitrileHCID 53388527—
ReactantMeOH Et2O heptaneHCID 86620456—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-(2-Bromo-5-fluorophenoxy)-1-[5-(2H-tetrazol-5-yl)-1,3,4-thiadiazol-2-yl]piperidineHCID 53388366—

Reaction Steps

The title compound was prepared in a similar manner as described in Example 1, Step 3, with 5-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-1,3,4-thiadiazole-2-carbonitrile (15.6 g), NaN3 (13.2 g, 204 mmol) and pyridinium hydrochloride (9.47 g, 82.0 mmol) in NMP (70 mL), and purification by trituration with a mixture of MeOH/Et2O/heptane to afford the desired product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063224B2
Source datasetuspto-grants-2011_11
ORD IDord-a8aeeea80efa4a19b1daaa5a422565ac
Source noteuspto-grants-2011_11