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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409592Generated: October 30, 2026

Sodium Carbonate → HCID 66690597, compound

https://huagongshe.com/reaction/2409592

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amineHCID 59557920—
Reactant2-Bromo-5-iodoimidazo[2,1-b][1,3,4]thiadiazoleHCID 66221540—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66690597HCID 6669059766.3%

Reaction Steps

Dioxane (5 mL) and 2M aq Na2CO3 (1.5 mL) were added to 2-bromo-5-iodoimidazo[2,1-b][1,3,4]thiadiazole (200 mg) and (5-amino-6-methoxypyridin-3-yl)boronic acid pinacol ester (200 mg), and the suspension was degassed under vacuum and filled with argon (3×). PdCl2(PPh3)2 (90 mg) was quickly added, and the reaction mixture was stirred at reflux for 2 h. Water was added, and a precipitate formed that was filtered off and washed with water followed by ether and ether/MeOH 10:1 and dried to give the desired product (150 mg) that was used without further purification in the subsequent step. HPLC-MS (10-95% B in 4 min at 0.5 mL+2 min 100% B, flow 0.8 mL/min, 50° C.): tR=4.12 min, [M+H]+ m/z 373.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815918B2
Source datasetuspto-grants-2014_08
ORD IDord-d5f8c5308a704338832ad2f29ca7d967
Source noteuspto-grants-2014_08