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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38484Generated: October 28, 2026

Water → HCID 67055612, compound

https://huagongshe.com/reaction/38484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantMethyl 4-bromo-3,5-diethoxybenzoateHCID 57930905—
Reactant[5-(tert-Butoxycarbonyl)pyridin-3-yl]boronic acidHCID 58208715—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 67055612HCID 67055612—

Reaction Conditions

Temperature90 °C

Reaction Steps

H2O (59.4 mg, 3.30 mmol) was added to a stirred suspension of PdCl2(dppf) (12.1 mg, 0.0330 mmol), methyl 4-bromo-3,5-diethoxybenzoate (200 mg, 0.660 mmol), [5-(tert-butoxycarbonyl)pyridin-3-yl]boronic acid (177 mg, 0.792 mmol) and K3PO4 (420 mg, 1.98 mmol) in DME (4 ml) and the mixture was stirred at 90° C. overnight. The reaction mixture was filtered through celite pad, the filtrate was concentrated under reduced pressure. The residue was purified by silicagel column chromatography (hexane/EtOAc) to give intended compounds as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524730B2
Source datasetuspto-grants-2013_09
ORD IDord-49de55c05d7840eba97ada2ce82f42a6
Source noteuspto-grants-2013_09