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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389941Generated: October 30, 2026

Dichloromethane → HCID 54588256, compound

https://huagongshe.com/reaction/389941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
ReactantHCID 12366387HCID 12366387—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 54588256HCID 54588256—

Reaction Steps

A suspension of EXAMPLE 1E (75 mg, 0.24 mmol), pyridin-4-ylboronic acid (44 mg, 0.36 mmol), [1,1′-bis(diphenylphosphino)-ferrocene]dichloropalladium(II)aaduct with dichloromethane (19.4 mg, 0.024 mmol) and potassium carbonate (66 mg, 0.48 mmol) in a mixture of 7:3:2 dimethoxyethane:water:ethanol (3 mL) was heated in a Biotage Initiator microwave at 150° C. for 20 minutes. The volatiles were removed, and the residue was purified by HPLC (Zorbax C-18, 0-100% gradient acetonitrile in water containing 0.1% trifluoroacetic acid) to yield the title compound. MS (ESI) m/z 314 (M+H)+. 1H NMR (300 MHz, DMSO-d6) δ 4.44 (s, 2H), 7.20 (d, J=7.14 Hz, 1H), 7.27-7.33 (m, 2H), 7.34-7.40 (m, 2H), 7.95 (d, J=6.35 Hz, 2H), 8.22-8.28 (m, 1H), 8.32-8.41 (m, 2H), 8.78-8.84 (m, 2H), 12.68 (br s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383623B2
Source datasetuspto-grants-2013_02
ORD IDord-c8edd9ccc2d84c878ed30511d5402288
Source noteuspto-grants-2013_02