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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409583Generated: October 30, 2026

Sodium Carbonate → HCID 66717014, compound

https://huagongshe.com/reaction/2409583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 16414272—
Reactant2-Bromo-5-iodoimidazo[2,1-b][1,3,4]thiadiazoleHCID 66221540—
CatalystHCID 178418476HCID 178418476—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66717014HCID 66717014—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 2-bromo-5-iodoimidazo[2,1-b][1,3,4]thiadiazole (169 mg, 0.512 mmol, 1 eq), 2-picoline-5-boronic acid pinacol ester (137 mg, 0.614 mmol, 1.2 eq), PdCl2(PPh3)2 (73 mg, 0.102 mmol, 0.2 eq) and 2M aq Na2CO3 (1.5 mL) in dioxane (7 mL) was heated at 110° C. for 2 h. The solvent was removed under reduced pressure, redissolved in dichloromethane and washed with water. The organic layer was dried over Na2SO4 and concentrated. The residue (226. mg) was used in the next step of the synthesis without further purification. HPLC-MS (10-95% B in 4 min at 0.5 mL+2 min 100% B, flow 0.8 mUrnin, 50° C.): tR=3.79 min, [M+H]+ m/z 342.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815918B2
Source datasetuspto-grants-2014_08
ORD IDord-9aca8dac3b5c46e499edac28c0054835
Source noteuspto-grants-2014_08