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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41268Generated: October 25, 2026

Sodium Hydroxide → 3-[2,6-Dimethoxy-4-(methoxymethyl)phenyl]-6-(methylsulfonyl)pyrazolo[5,1-b][1,3]thiazole

https://huagongshe.com/reaction/41268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantL-ProlineHCID 145742—
ReactantSodium methanesulfinateHCID 2733271—
Reactant6-Bromo-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]pyrazolo[5,1-b][1,3]thiazoleHCID 58223418—
CatalystCopper iodideHCID 83717—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product3-[2,6-Dimethoxy-4-(methoxymethyl)phenyl]-6-(methylsulfonyl)pyrazolo[5,1-b][1,3]thiazoleHCID 5822345689.7%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a dimethyl sulfoxide (28.0 mL) solution of 6-bromo-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]pyrazolo[5,1-b][1,3]thiazole (1.12 g, 2.92 mmol) were added sodium methanesulphinate (2.38 g, 23.3 mmol), L-proline (268 mg, 2.33 mmol), sodium hydroxide (184 mg, 4.61 mmol), and copper iodide (444 mg, 2.33 mmol) and the mixture was heated at 140° C. for three hours by using Biotage Initiator™ Microwave Synthesizer. After the reaction was completed, water was added, the reaction mixture was extracted with ethyl acetate, the organic layer was dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. To the residue, ethyl acetate was added, and the obtained solid was subjected to suction filtration and dried to obtain the title compound (1.00 g, 2.62 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530504B2
Source datasetuspto-grants-2013_09
ORD IDord-b3466e03091f4f59a6c842bb8b7abe9c
Source noteuspto-grants-2013_09