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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399757Generated: October 31, 2026

Diisopropylethylamine → HCID 66956054, compound

https://huagongshe.com/reaction/1399757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2,6-Difluorophenylboronic acidHCID 2734336—
ReactantMethyl 2-(2-chloro-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoateHCID 86665647—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 66956054HCID 6695605426.8%

Reaction Steps

Methyl 2-(2-chloro-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoate (100 mg; 0.300 mmol), 2,6-difluorophenylboronic acid (142 mg; 0.901 mmol), tetrakis(triphenylphosphine) palladium(0) (34.7 mg; 0.030 mmol) were placed in a 5 mL reaction tube and dissolved in a mixture of degassed DME (1.50 mL) and water (0.5 mL). N,N-Diisopropylethylamine (0.185 mL; 1.202 mmol) was added, the tube was sealed and irradiated in a microwave oven at 130° C. for 1 h. The reaction mixture was partitioned between brine and dichloromethane, filtered over a phase separator filter (1PS) and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel using a linear gradient of ethylacetate (10-80%) in heptane to give 33 mg (16%) 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-7b6e0d9f6ba7422c891aeca8104fd77a
Source noteuspto-grants-2014_12