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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919179Generated: November 3, 2026

Potassium Carbonate → (S)-tert-butyl 2-(5-ethynyl-1H-imidazol-2-yl)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/1919179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(S)-tert-butyl 2-(5-((trimethylsilyl)ethynyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylateHCID 58498689—
SolventMethanolHCID 887—
Product(S)-tert-butyl 2-(5-ethynyl-1H-imidazol-2-yl)pyrrolidine-1-carboxylateHCID 5849880949.6%

Reaction Steps

K2CO3 (118 mg, 0.855 mmol) was added to a solution of (S)-tert-butyl 2-(5-((trimethylsilyl)ethynyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate (950 mg, 2.85 mmol) in MeOH (25 mL) and the reaction mixture was stirred at RT for 1 h and then heated at 25° C. for 3 h. The reaction was concentrated to remove the volatiles and the residue was taken into MeOH and filtered through a Strata XC MCX cartridge. The cartridge was washed with methanol and the compound was release from the cartridge by eluting with a solution of 2M of ammonia/methanol (40 mL) and concentrated to give a (S)-tert-butyl 2-(5-ethynyl-1H-imidazol-2-yl)pyrrolidine-1-carboxylate (530 mg, 1.41 mmol, 49.6% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618153B2
Source datasetuspto-grants-2013_12
ORD IDord-072e82080eca4d7a96247fad98cc0879
Source noteuspto-grants-2013_12