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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399715Generated: November 1, 2026

Diisopropylethylamine → HCID 66956045, compound

https://huagongshe.com/reaction/1399715

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(4-Chloro-2-fluorophenyl)boronic acidHCID 4193595—
ReactantMethyl 2-(4-chloro-6-methyl-2-(piperidin-1-yl)pyrimidin-5-yl)pentanoateHCID 86665653—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
ProductHCID 66956045HCID 6695604546.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of 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 4-chloro-2-fluorophenylboronic acid (0.065 g; 0.375 mmol) in a mixture of DME-water (3:1, 1 mL) was heated at 100° C. for 2.5 h. The mixture was partitioned between brine and dichloromethane, filtered over a phase separator filter (1PS) and concentrated under reduced pressure. Purification by flash-chromatography on silica gel using a gradient of ethyl acetate (1-10%) in heptane furnished 0.049 g (38%) of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906906B2
Source datasetuspto-grants-2014_12
ORD IDord-9c8ef0f398964693a1c2826f79e99917
Source noteuspto-grants-2014_12