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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1627900Generated: November 1, 2026

Ethyl Acetate → Methyl 2-[2-Methyl-4-(pyridin-3-yl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]-2-tert-butoxyacetate

https://huagongshe.com/reaction/1627900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Pyridinylboronic acidHCID 2734378—
ReactantMethyl 2-[4-chloro-2-methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]-2-tert-butoxyacetateHCID 66603984—
CatalystHCID 178418397HCID 178418397—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
ProductMethyl 2-[2-Methyl-4-(pyridin-3-yl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]-2-tert-butoxyacetateHCID 49806712—

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of methyl 2-[4-chloro-2-methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]-2-tert-butoxyacetate (0.100 g; 0.262 mmol) in a mixture of DME-water (3:1) (1 mL) were added potassium carbonate (0.145 g; 1.047 mmol), tetrakis(triphenylphosphine)palladium(0) (0.015 g; 0.0013 mmol) and 3-pyridinylboronic acid (0.064 g; 0.524 mmol). The solution was stirred for 30 min at 140° C. under microwave irradiation. Ethyl acetate was added to the reaction mixture and the solution was washed with brine. The organic phase was dried over magnesium sulphate, filtered and concentrated under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785638B2
Source datasetuspto-grants-2014_07
ORD IDord-f7a54c7dc8824365ba3960892afb279d
Source noteuspto-grants-2014_07