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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606145Generated: October 30, 2026

1,4-Dioxane → Ethyl 4-(3-fluoro-4-(2-(pyrrolidine-1-carboxamido)pyridin-4-yloxy)phenylamino)-2-(methylthio)pyrimidine-5-carboxylate

https://huagongshe.com/reaction/606145

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
Reactant4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl esterHCID 80008—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(4-Amino-2-fluorophenoxy)-2-[(pyrrolidin-1-yl)carbonylamino]pyridineHCID 23153058—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductEthyl 4-(3-fluoro-4-(2-(pyrrolidine-1-carboxamido)pyridin-4-yloxy)phenylamino)-2-(methylthio)pyrimidine-5-carboxylateHCID 59781132—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of N-(4-(4-amino-2-fluorophenoxy)pyridin-2-yl)pyrrolidine-1-carboxamide (0.158 g, 0.5 mmol), ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate (0.2 g, 1.0 mmol), N-ethyl-N-isopropylpropan-2-amine (0.1 g, 1.0 mmol) in 1,4-dioxane (1 g, 11 mmol) was heated in microwave (CEM) at 60 W and 60° C. for 40 min. The resultant was diluted with DCM (15 mL) and water (10 mL). The organic layer was separated, dried over sodium sulfate, and concentrated. The residue was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915287B2
Source datasetuspto-grants-2011_03
ORD IDord-7ea7fab0a65243e49d53099c67c876e7
Source noteuspto-grants-2011_03