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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2392272Generated: October 29, 2026

Potassium Carbonate → Methyl 4-bromo-3-methylthiophene-2-carboxylate

https://huagongshe.com/reaction/2392272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethylboronic AcidHCID 139377—
ReactantMethyl 4-bromo-3-{[(trifluoromethyl)sulfonyl]oxy}-2-thiophenecarboxylateHCID 56933717—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductMethyl 4-bromo-3-methylthiophene-2-carboxylateHCID 5921211584%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of methyl 4-bromo-3-{[(trifluoromethyl)sulfonyl]oxy}-2-thiophenecarboxylate (825 mg, 2.25 mmol) in dioxane/H2O (5 mL/1 mL) was added K2CO3 (930 mg, 6.75 mmol), tetrakistriphenylphosphine Pd(0) (260 mg, 0.22 mmol), and methylboronic acid (175 mg, 2.91 mmol). The reaction mixture was heated to 70° C. in a sealed tube for 12 h. The reaction solution was concentrated under vacuum and purified on silica gel (hexanes/EtOAc, 9:1) to give the title compound (441 mg, 84%) as a brown solid: LC-MS (ES) m/z 236 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273782B2
Source datasetuspto-grants-2012_09
ORD IDord-ed7261683e3a445eb1d7bf245bb94a3b
Source noteuspto-grants-2012_09