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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448578Generated: October 25, 2026

4,6-Dichloro-2-methylpyrimidine → 4-(6-Chloro-2-methyl-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester

https://huagongshe.com/reaction/448578

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,6-Dichloro-2-methylpyrimidineHCID 234997—
ReactantIsopropyl 4-Hydroxypiperidine-1-carboxylateHCID 16745126—
ReactantHCID 178418922HCID 178418922—
SolventTetrahydrofuranHCID 8028—
Product4-(6-Chloro-2-methyl-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl esterHCID 8665017631.9%

Reaction Steps

4,6-Dichloro-2-methyl-pyrimidine (163 mg, 1 mmol) was dissolved in 4 mL of THF. A solution of tBuOK (112 mg, 1 mmol) and 2a (187 mg, 1 mmol) in 2 mL of THF was added slowly at room temperature. The mixture was stirred at room temperature for 8 h and quenched with a saturated solution of NH4Cl. The mixture was diluted with water and extracted with DCM. The organic layer was isolated, dried, filtered and evaporated to give 100 mg of 14a.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481731B2
Source datasetuspto-grants-2013_07
ORD IDord-99a35504ce3642399d0d2b855b07ef43
Source noteuspto-grants-2013_07