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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409571Generated: October 30, 2026

Sodium Carbonate → HCID 66716941, compound

https://huagongshe.com/reaction/2409571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Ethylpyrazole-4-boronic acidHCID 11446376—
Reactant2-Bromo-5-iodoimidazo[2,1-b][1,3,4]thiadiazoleHCID 66221540—
CatalystHCID 178418476HCID 178418476—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66716941HCID 66716941—

Reaction Steps

A mixture of 2-bromo-5-iodoimidazo[2,1-b][1,3,4]thiadiazole (0.18 g, 0.546 mmol, 1 eq), 1-ethyl-1H-pyrazole-4-boronic acid, pinacol ester (0.145 g, 0.655 mmol, 1.2 eq), Pd(PPh3)2Cl2 (0.077 g, 0.109 mmol, 0.2 eq) and 2M aq Na2CO3 (1 mL) in dioxane (3 mL) was refluxed for 2 h. The solvent was evaporated and the residue was treated with water. The suspension was filtered off (avoid taking the heavier reddish solid) and washed with water. The solid (110 mg) was used in the next step of the synthesis with no further treatment. HPLC-MS (10-95% B in 4 min at 0.5 mL+2 min 100% B, flow 0.8 mL/min, 50° C.): tR=3.98 min, [M+H]+ m/z 345.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815918B2
Source datasetuspto-grants-2014_08
ORD IDord-6236b6359daa42398720506c0c93b709
Source noteuspto-grants-2014_08