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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77449Generated: October 25, 2026

Cesium carbonate → 5-((4-(tert-butyldimethylsilyloxy)phenoxy)methyl)-N-(3,4-dichlorophenyl)pyrimidin-2-amine

https://huagongshe.com/reaction/77449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-(tert-Butyldimethylsiloxy)phenolHCID 597388—
Reactant5-(chloromethyl)-N-(3,4-dichlorophenyl)pyrimidin-2-amineHCID 86679735—
SolventDimethylformamideHCID 6228—
Product5-((4-(tert-butyldimethylsilyloxy)phenoxy)methyl)-N-(3,4-dichlorophenyl)pyrimidin-2-amineHCID 8667973412.1%

Reaction Steps

A mixture of 4-((tert-butyldimethylsilyl)oxy)phenol (0.086 g, 0.381 mmol), Cs2CO3 (0.186 g, 0.572 mmol) and 5-(chloromethyl)-N-(3,4-dichlorophenyl)pyrimidin-2-amine (0.110 g, 0.381 mmol) in DMF (3.8 mL) was stirred at room temperature for 18 h. The reaction mixture was concentrated and purified by flash chromatography on silica gel using 10-50% ethyl acetate in hexanes. The desired fractions were concentrated to give 5-((4-(tert-butyldimethylsilyloxy)phenoxy)methyl)-N-(3,4-dichlorophenyl)pyrimidin-2-amine as a yellow solid (0.022 g, 12%). LCMS: R.T.=3.73 min; [M+H]+=476.23

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841301B2
Source datasetuspto-grants-2014_09
ORD IDord-4511b193808e49c78338b00a822a2c90
Source noteuspto-grants-2014_09