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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399634Generated: October 25, 2026

Diisopropylethylamine → Methyl 2-(4-methyl-6-(naphthalen-2-yl)-2-phenylpyrimidin-5-yl)pentanoate

https://huagongshe.com/reaction/1399634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(Naphthalen-2-yl)boronic acidHCID 2734375—
ReactantMethyl 2-(4-chloro-6-methyl-2-phenylpyrimidin-5-yl)pentanoateHCID 86665652—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
ProductMethyl 2-(4-methyl-6-(naphthalen-2-yl)-2-phenylpyrimidin-5-yl)pentanoateHCID 6695549671.6%

Reaction Steps

This compound was prepared according to general method E from methyl 2-(4-chloro-6-methyl-2-phenylpyrimidin-5-yl)pentanoate (0.159 g; 0.5 mmol), tetrakis(triphenylphosphine) palladium(0) (0.058 mg; 0.05 mmol), N,N-Diisopropylethylamine (0.345 mL; 2 mmol) and naphthalen-2-ylboronic acid (0.258 g; 1.5 mmol) in DME-water (2 mL) for 30 min. Purification by flash-chromatography on silica gel using a gradient of ethyl acetate (2-40%) in heptane furnished 0.147 g (71%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906906B2
Source datasetuspto-grants-2014_12
ORD IDord-6ecd724fc9714c3eaae826d4b704bb2c
Source noteuspto-grants-2014_12