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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399709Generated: October 25, 2026

Diisopropylethylamine → Methyl 2-(4-methyl-2-(piperidin-1-yl)-6-(quinolin-8-yl)pyrimidin-5-yl)pentanoate

https://huagongshe.com/reaction/1399709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant8-Quinolineboronic acidHCID 2734380—
ReactantMethyl 2-(4-chloro-6-methyl-2-(piperidin-1-yl)pyrimidin-5-yl)pentanoateHCID 86665653—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
ProductMethyl 2-(4-methyl-2-(piperidin-1-yl)-6-(quinolin-8-yl)pyrimidin-5-yl)pentanoateHCID 6695531954.5%

Reaction Steps

This compound was prepared according to general method E from methyl 2-(4-chloro-6-methyl-2-(piperidin-1-yl)pyrimidin-5-yl)pentanoate (0.081 g; 0.25 mmol), tetrakis(triphenylphosphine) palladium(0) (0.029 g; 0.025 mmol), N,N-diisopropylethylamine (0.172 mL; 1.00 mmol) and quinolin-8-ylboronic acid (0.086 g; 0.500 mmol) in DME-water (1 mL) for 20 min. Purification by flash-chromatography on silica gel using a gradient of ethyl acetate (5-40%) in heptane furnished 0.057 g (52%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906906B2
Source datasetuspto-grants-2014_12
ORD IDord-2fe988b3ab00439aa12a0a5c54475ff1
Source noteuspto-grants-2014_12