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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928588Generated: October 25, 2026

Ethyl Acetate → 5-Bromo-4-[4-(2-pyrrolidin-1-ylethoxymethyl)-1-piperidyl]thieno[2,3-d]pyrimidine

https://huagongshe.com/reaction/928588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Bromo-4-chlorothieno[2,3-d]pyrimidineHCID 45480299—
Reactant4-(2-Pyrrolidin-1-ylethoxymethyl)piperidineHCID 62338872—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product5-Bromo-4-[4-(2-pyrrolidin-1-ylethoxymethyl)-1-piperidyl]thieno[2,3-d]pyrimidineHCID 8957963493.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

5-Bromo-4-chlorothieno[2,3-d]pyrimidine (828 mg 3.33 mmol) in dry acetonitrile (13 mL) was treated with 4-(2-pyrrolidin-1-ylethoxymethyl)piperidine (1.057 g, 5.0 mmol,) and potassium carbonate (687 mg, 5.0 mmol) and heated at 110° C. for 30 min in a microwave. The reaction was then poured into ethyl acetate (50 mL) and water (30 mL) and the ethyl acetate layer separated, dried over sodium sulphate and concentrated in vacuum to give 5-bromo-4-[4-(2-pyrrolidin-1-ylethoxymethyl)-1-piperidyl]thieno[2,3-d]pyrimidine (1.322 g, 3.11 mmol, 93%). LCMS RT=2.91 min. M+1=427.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290511B2
Source datasetuspto-grants-2016_03
ORD IDord-a26ce6502f2e45e6aea926548a44d7cb
Source noteuspto-grants-2016_03