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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890269Generated: October 31, 2026

Hydrochloric Acid → (2RS,5SR)-5-[5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-2H-tetrazole

https://huagongshe.com/reaction/890269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamine hydrochlorideHCID 11130—
ReactantSodium AzideHCID 33557—
Reactant(2RS,5SR)-5-(4-Fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carbonitrileHCID 22250432—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product(2RS,5SR)-5-[5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-2H-tetrazoleHCID 2225044893%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a stirred solution of (2RS,5SR)-5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carbonitrile (0.70 g, 2.03 mmol) in DMF (25 ml) was added at room temperature sodium azide (0.40 g, 6.10 mmol) and triethylamine hydrochloride (0.42 g, 3.05 mmol) and the reaction mixture was stirred at 120° C. for 6 h. The mixture was poured in water (100 ml), acidified (2 N HCl) and the formed solid was collected to give (2RS,5SR)-5-[5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-2H-tetrazole (0.73 g, yield 93%) as an off-white solid, m.p. 150° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06995182B2
Source datasetuspto-grants-2006_02
ORD IDord-e21903b177fe4d8a92864cadff0c639e
Source noteuspto-grants-2006_02