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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959388Generated: November 2, 2026

Potassium Carbonate → HCID 66745361, compound

https://huagongshe.com/reaction/1959388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
ReactantWater ethylacetateHCID 22728543—
ReactantHCID 86662076HCID 86662076—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 66745361HCID 6674536169.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

Tert-butyl N-tert-butoxycarbonyl-3-([1,2,4]triazolo[1,5-a]pyridin-2-yl)-5-bromopyrazin-2-ylcarbamate (92 mg, 0.1872 mmol) was dissolved in DMF (1.5 mL) and treated with tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate (86.83 mg, 0.2808 mmol), PdCl2(PPh3)2 (13.14 mg, 0.01872 mmol) and K2CO3 (280.8 μL of 2 M, 0.5616 mmol). The mixture was allowed to heat at 100° C. for 1 hour and then allowed to cool to ambient temperature. The reaction was treated with EtOAc/water, the organics separated, washed with water (2×) followed by brine (2×), dried (MgSO4), filtered and concentrated to a brown oil. The residue was purified by column chromatography (ISCO Companion™, 12 g column, 0-100% EtOAc/Petrol) to afford the title compound as a white solid (77 mg, 69% Yield). MS (ES+) 594.0

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410112B2
Source datasetuspto-grants-2013_04
ORD IDord-91b1909c8b76474f9795bd172540d396
Source noteuspto-grants-2013_04