Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2400351Generated: November 3, 2026

Methanol → HCID 68162139, compound

https://huagongshe.com/reaction/2400351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(3-(7-Chloroimidazo[1,2-a]pyridin-3-yl)phenyl)-3-(2,2,2-trifluoroethyl)ureaHCID 57497698—
ReactantHCID 67029422HCID 67029422—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 68162139HCID 6816213911.5%

Reaction Steps

To a solution of (3-Iodo-imidazo[1,2-a]pyridin-7-yl)carbamic acid ethyl ester (100 mg, 0.30 mmol) in toluene (0.5 ml) was added 1-[3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-(2,2,2-trifluoro-ethyl)-urea (described in procedure A4) (126 mg, 0.36 mmol), K2CO3 (250 mg, 1.80 mmol), MeOH (0.5 ml), EtOH (0.5 ml) and water (0.7 ml) [reaction degassed by bubbling N2 through]. Bis(tri-tert-butylphosphine)palladium (0) (1.5 mg, 0.003 mmol) was added and the reaction was heated in a CEM discover microwave synthesizer (300W) at 135° C. for 30 min. The mixture was partitioned between water and EtOAc and the organic fraction was dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by preparative HPLC to give the product (12 mg). MS: [M+H]+=350.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796244B2
Source datasetuspto-grants-2014_08
ORD IDord-6a30c3b6e9e7430096ca373e1cadf066
Source noteuspto-grants-2014_08