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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171787Generated: October 31, 2026

Dimethylformamide → HCID 118023404, compound

https://huagongshe.com/reaction/2171787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant1-Ethoxyethene-2-boronic acid pinacol esterHCID 21973908—
ReactantHCID 118023129HCID 118023129—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 118023404HCID 11802340478.1%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a mixture of 4-chloro-6-cyclohexyl-2-methylthieno[2,3-d]pyrimidine (1.0 g) and DMF (40 mL) were added (E)-1-ethoxyethene-2-boronic acid pinacol ester (900 mg) and K3PO4 (4.3 g), and Pd(PPh3)4 (500 mg) was added thereto under an argon atmosphere, followed by heating and stirring at 85° C. for 2 hours. To the reaction mixture was added water, followed by extraction with EtOAc. The organic layer was washed with brine, dried over Na2SO4, then concentrated under reduced pressure, and purified by silica gel column (hexane/EtOAc) to obtain 6-cyclohexyl-4-[(E)-2-ethoxyvinyl]-2-methylthieno[2,3-d]pyrimidine (885 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051339B2
Source datasetuspto-grants-2015_06
ORD IDord-d5951a1b0b374a51bd19712fd80436f0
Source noteuspto-grants-2015_06