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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399640Generated: October 30, 2026

Diisopropylethylamine → Methyl 2-(4-methyl-6-(1-methyl-1H-indol-5-yl)-2-phenylpyrimidin-5-yl)pentanoate

https://huagongshe.com/reaction/1399640

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indoleHCID 16217778—
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-(1-methyl-1H-indol-5-yl)-2-phenylpyrimidin-5-yl)pentanoateHCID 6695592669%

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 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (0.321 g; 1.25 mmol) in DME-water (2 mL) for 30 min. Purification by flash-chromatography on silica gel using a gradient of ethyl acetate (5-40%) in heptane furnished 0.142 g (69%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906906B2
Source datasetuspto-grants-2014_12
ORD IDord-0fd197de10d84711b39984296b1d6caf
Source noteuspto-grants-2014_12