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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189284Generated: October 25, 2026

Tetrabutylammonium Fluoride → 2-Chloro-6-diethoxymethyl-7-(1-ethyl-propyl)-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/2189284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant[2-Chloro-5-(3,3-diethoxy-prop-1-ynyl)-pyrimidin-4-yl]-(1-ethyl-propyl)-amineHCID 58015829—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-6-diethoxymethyl-7-(1-ethyl-propyl)-7H-pyrrolo[2,3-d]pyrimidineHCID 5801588494.2%

Reaction Conditions

Temperature68 °C

Reaction Steps

To a solution of [2-Chloro-5-(3,3-diethoxy-prop-1-ynyl)-pyrimidin-4-yl]-(1-ethyl-propyl)-amine (326 mg, 1 mmol) in THF (2 mL) is added a solution of 1M TBAF in THF (5 mL, 5 mmol) at ambient temperature. The reaction mixture is heated at 68° C. for 2 hours. After cooling down, the mixture is concentrated in vacuo. The crude product is purified by column chromatography (SiO2, EtOAc:Heptane=5:95 to 40:60) to give 307 mg of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324225B2
Source datasetuspto-grants-2012_12
ORD IDord-d755bd15c3584a29bcff2a66aa6db63e
Source noteuspto-grants-2012_12