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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383269Generated: October 29, 2026

Water → N-methyl-3-[3-(3-pyrazol-1-yl-phenyl)-imidazo[1,2-a]pyridin-7-yl]-benzamide

https://huagongshe.com/reaction/383269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant(3-(1H-pyrazol-1-yl)phenyl)boronic acidHCID 16640530—
Reactant3-(3-Bromo-imidazo[1,2-a]pyridine-7-yl)-N-methyl-benzamideHCID 68484431—
CatalystHCID 178418476HCID 178418476—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductN-methyl-3-[3-(3-pyrazol-1-yl-phenyl)-imidazo[1,2-a]pyridin-7-yl]-benzamideHCID 25262355—

Reaction Steps

3-(3-Bromo-imidazo[1,2-a]pyridine-7-yl)-N-methyl-benzamide (Intermediate EA) (1 eq, 0.303 mmol, 100 mg) and 3-(1H-pyrazolyl)-phenylboronic acid (1.3 eq, 0.394 mmol, 74 mg) are dissolved in DME (3 ml) and water (0.8 ml) and Na2CO3 (3 eq, 0.909 mmol, 96.3 mg) is added. PdCl2(PPh3)2 (0.05 eq, 0.015 mmol, 10.6 mg) is added and the reaction mixture is heated using microwave radiation at 120° C. for 10 min. At the completion of this time the solvent is removed in vacuo and the reaction mixture is purified by flash column chromatography eluting with 9:1 DCM/MeOH to yield N-methyl-3-[3-(3-pyrazol-1-yl-phenyl)-imidazo[1,2-a]pyridin-7-yl]-benzamide as a light brown solid; [M+H]+=395

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367662B2
Source datasetuspto-grants-2013_02
ORD IDord-b4ef440985944f6ca8d66ed403e850e8
Source noteuspto-grants-2013_02