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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177715Generated: November 1, 2026

2-Bromothiazole → HCID 67107589, compound

https://huagongshe.com/reaction/2177715

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromothiazoleHCID 76430—
ReactantSodium BromideHCID 253881—
ReactantPotassium fluoride hydrateHCID 23675105—
ReactantHCID 67107706HCID 67107706—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent(Trifluoromethyl)benzeneHCID 7368—
ProductHCID 67107589HCID 6710758919.5%

Reaction Conditions

Temperature175 °C

Reaction Steps

A mixture of methyl 6-(benzenesulphonylmethyl)-2-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (Intermediate 59, 0.284 g), tetrakis-(triphenylphosphine) palladium (0.05 g), 2-bromothiazole (0.267 g), potassium fluoride monohydrate (0.25 g) and sodium bromide (0.117 g) in α,α,α-trifluorotoluene (5 ml) was degassed and then heated in the microwave at 175° C. for 2 hours. Ethyl acetate was added and the mixture was filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-100% to give methyl 6-benzenesulphonylmethyl-2-methoxy-3-(thiazol-2-yl)-benzoate (0.05 g) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067905B2
Source datasetuspto-grants-2015_06
ORD IDord-552dfca6b174425491c83cc1d9603258
Source noteuspto-grants-2015_06