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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1969109Generated: November 3, 2026

6-Bromoimidazo[1,2-a]pyridin-8-amine → HCID 42643655, compound

https://huagongshe.com/reaction/1969109

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Bromoimidazo[1,2-a]pyridin-8-amineHCID 17750394—
Reactant4-(tert-Butyl)-N-(2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamideHCID 58728993—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventSodium CarbonateHCID 10340—
ProductHCID 42643655HCID 4264365567.7%

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of 6-Bromo-imidazo[1,2-a]pyridin-8-ylamine (0.72 g, 3.43 mmol), 4-tert-Butyl-N-[2-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolane-2-yl)-phenyl]-benzamide (1.0 g, 2.54 mmol), Pd(PPh3)4 (0.29 g, 0.25 mmol) in 5 ml 1M Na2CO3 and 10 mL of ethylene glycol dimethyl ether was stirred at 170° C. in a microwave for 20 min. The resulting suspension was filtered through celite and then partitioned between 100 mL of water and 100 mL of ethyl acetate, and the aqueous layer was further extracted with 50 mL of ethyl acetate. The combined organic layers were dried over MgSO4, filtered, and concentrated to a residue. Column chromatography (0-6% MeOH/CH2Cl2) afforded 0.685 g of product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426441B2
Source datasetuspto-grants-2013_04
ORD IDord-0ca32b444b21462cb6e9beb3d4753ea4
Source noteuspto-grants-2013_04