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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79688Generated: October 29, 2026

Potassium Carbonate → HCID 59610196, compound

https://huagongshe.com/reaction/79688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butyl 2-(2-chloroacetyl)pyrrolidine-1-carboxylateHCID 4072501—
Reactant4-Bromobenzene-1-carboximidamideHCID 4436571—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59610196HCID 5961019644.7%

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 4-Bromo-benzamidine (0.202 g) and potassium carbonate (0.237 g) in H2O (0.286 mL) and THF (1.1 mL) was heated to 65° C. 2-(2-Chloro-acetyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (0.106 g) in THF (0.7 mL) was added over 1 hour and reaction mixture heated at 65° C. for 18 hours. Reaction mixture was concentrated to ˜0.5 mL and extracted with ethyl acetate. Organic layer was washed with H2O, brine and dried (MgSO4), concentrated and purified by flash column chromatography (silica gel, 20 to 100% ethyl acetate/hexanes) to give 2-[2-(4-Bromo-phenyl)-3H-imidazol-4-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester (0.075 g) as an orange film: LCMS-ESI−: calc'd for C18H23BrN3O2: 393.30 (M+H+). Found: 391.8, 393.83 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841278B2
Source datasetuspto-grants-2014_09
ORD IDord-84c4d3ef117f4d5abf576baa176b62f1
Source noteuspto-grants-2014_09