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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471756Generated: October 30, 2026

Cesium carbonate → methyl 3-(3-(3-((tert-butyldimethylsilyloxy)methyl)pyridin-2-yl)-1H-pyrazol-1-yl)propanoate

https://huagongshe.com/reaction/1471756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantMethyl 3-bromopropanoateHCID 76934—
Reactant3-((tert-butyldimethylsilyloxy)methyl)-2-(1H-pyrazol-5-yl)pyridineHCID 86690793—
SolventDimethylformamideHCID 6228—
Productmethyl 3-(3-(3-((tert-butyldimethylsilyloxy)methyl)pyridin-2-yl)-1H-pyrazol-1-yl)propanoateHCID 8669079461%

Reaction Steps

To a mixture of 3-((tert-butyldimethylsilyloxy)methyl)-2-(1H-pyrazol-5-yl)pyridine (140 mg, 0.48 mmol, 1 eq.) and Cs2CO3 (312 mg, 0.96 mmol, 2 eq.) in DMF (3 mL) was added methyl 3-bromopropanoate (122 mg, 0.73 mmol, 1.5 eq.). The mixture was stirred at rt for 6 h, filtered, concentrated, and purified on silica gel using a mixture of EtOAc and hexanes as eluent to give methyl 3-(3-(3-((tert-butyldimethylsilyloxy)methyl)pyridin-2-yl)-1H-pyrazol-1-yl)propanoate (110 mg, 61%). LRMS (M+H+) m/z 376.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012450B2
Source datasetuspto-grants-2015_04
ORD IDord-6399a7dfea364768893fdac1d5e36d8a
Source noteuspto-grants-2015_04