Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689934Generated: October 30, 2026

Toluene → HCID 137329726, compound

https://huagongshe.com/reaction/1689934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 2734648—
ReactantHCID 137329727HCID 137329727—
CatalystHCID 178418476HCID 178418476—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
ProductHCID 137329726HCID 13732972693.4%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 4-bromo-2-[3-(1,1,2,2-tetramethyl-propylsilanyloxy)-phenyl]-thieno[3,2-d]pyrimidine, (72 mg), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridine (52 mg), sodium carbonate (57 mg), PdCl2(PPh3)2 (0.1 eq), toluene (2 mL), ethanol (1 mL) and water (0.5 mL) was heated to 130° C. for 5 minutes under microwave irradiation. The reaction mixture was cooled, diluted with chloroform, washed with brine, dried (MgSO4) and the solvent was removed in vacuo. The residue was purified using flash chromatography to yield 4-pyridin-4-yl-2-[3-(1,1,2,2-tetramethyl-propylsilanyloxy)-phenyl]-thieno[3,2-d]pyrimidine (67 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153639B2
Source datasetuspto-grants-2012_04
ORD IDord-be4f0b5e15ea4fe883828373ca328916
Source noteuspto-grants-2012_04