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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2091967Generated: October 31, 2026

Water → HCID 57991135, compound

https://huagongshe.com/reaction/2091967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant2,4-DichloropyrimidineHCID 77531—
Reactant{4-[(tert-Butoxycarbonyl)(methyl)amino]phenyl}boronic acidHCID 45158885—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 57991135HCID 57991135—

Reaction Conditions

Temperature90 °C

Reaction Steps

A flask was charged with 2,4-dichloropyrimidine (810 mg, 5.5 mmol), 4-(tert-butoxycarbonyl(methyl)amino)phenylboronic acid B (4.93 g, 15 mmol), dichloro[1,1′-bis(diphenylphosphino)ferrocenepalladium (590 mg, 0.81 mmol, 15 mol %), triethylamine (1.8 mL, 13 mmol), and water (2 mL). Ethylene glycol dimethyl ether (5.0 mL) was added to the flask and the mixture was purged with N2. The reaction mixture was stirred under an N2 atmosphere at 90° C. for 1 hour, after which time, it was cooled to ambient temperature and filtered. The product, C, was isolated by removal of the solvent with a rotary evaporator and used without further purification. LCMS: m/z 319 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440663B2
Source datasetuspto-grants-2013_05
ORD IDord-7a13cf740784496ab494112c7c0cab00
Source noteuspto-grants-2013_05