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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549399Generated: October 30, 2026

Benzyl azide → HCID 57899244, compound

https://huagongshe.com/reaction/549399

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl azideHCID 12152—
ReactantSodium AscorbateHCID 23667548—
ReactantHCID 57899230HCID 57899230—
CatalystCopper sulfate pentahydrateHCID 24463—
SolventWaterHCID 962—
Solventtert-ButanolHCID 6386—
ProductHCID 57899244HCID 5789924472.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of (E)-3-[4-(1-but-3-ynyl-pyrrolidin-2-yl)-phenyl]-acrylic acid methyl ester (50 mg, 0.176 mmol) and benzyl azide (23.5 mg, 0.176 mmol) in a mixture of water (0.7 mL) and tert-butanol (0.7 mL) were added a solution of sodium ascorbate (1 M in water, 18 μL) and copper sulfate pentahydrate (4.4 mg). The resulting mixture was stirred vigorously for 16 h, diluted with water, cooled to 0° C., and filtered, and the solid was washed with cold water and dried in vacuo to give (E)-3-(4-{1-[2-(1-benzyl-1H-[1,2,3]triazol-4-yl)-ethyl]-pyrrolidin-2-yl}-phenyl)-acrylic acid methyl ester (53 mg, 72% yield). LCMS (m/z): 417.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943652B2
Source datasetuspto-grants-2011_05
ORD IDord-e91a4acddd2f498486da49a32bae1694
Source noteuspto-grants-2011_05