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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410323Generated: October 31, 2026

1,2-Dimethoxyethane → HCID 59326982, compound

https://huagongshe.com/reaction/410323

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
Reactant4-Chloro-5-iodopyrimidineHCID 11230204—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventWaterHCID 962—
ProductHCID 59326982HCID 59326982—

Reaction Conditions

Temperature85 °C

Reaction Steps

To a sealable tube was added potassium phosphate (1.308 g, 6.16 mmol), dppf (0.051 g, 0.092 mmol), palladium (II) acetate (0.014 g, 0.062 mmol), 4-chloro-5-iodopyrimidine (0.741 g, 3.08 mmol), and tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (1 g, 3.23 mmol) followed by DME (17.60 mL) and water (2.93 mL) before sealing the reaction under argon and stirring at 85° C. for 4 h. It was cooled to room temperature and diluted with water before extracting with dichloromethane drying over magnesium sulfate, filtering, and concentrating under reduced pressure to a dark brownish-orange residue that was used without purification. MS (ESI, pos. ion) m/z: 296.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759532B2
Source datasetuspto-grants-2014_06
ORD IDord-7c03eac3eace463c9e124a154a3d9b88
Source noteuspto-grants-2014_06