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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 340021Generated: October 27, 2026

Diisopropylethylamine → HCID 178436915, compound

https://huagongshe.com/reaction/340021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Cyanopyridine-3-carbonyl chlorideHCID 23512657—
Reactant5-Ethyl-2-fluoro-4-[3-(4,5,6,7-tetrahydro-1H-imidazol[4,5-c]pyridin-2-yl)-1H-indazol-6-yl]-phenol trihydrobromide saltHCID 178419240—
SolventDimethylformamideHCID 6228—
ProductHCID 178436915HCID 17843691517%

Reaction Steps

To a solution of 5-ethyl-2-fluoro-4-[3-(4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridin-2-yl)-1H-indazol-6-yl]-phenol trihydrobromide salt (Preparation 25, 50 mg, 80 μmol) in DMF (1 mL), was added 6-cyano-nicotinoyl chloride (Preparation 46, 17 mg, 96 μmol), and DIPEA (56 μL, 320 μmol). The reaction mixture was stirred at room temperature for 72 hours and then saturated aqueous sodium hydrogen carbonate solution (5 mL) was added. The resulting solid was collected by filtration and washed with further saturated aqueous sodium hydrogen carbonate solution. The crude material was purified by reverse phase chromatography (Method C) to afford 6.9 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895544B2
Source datasetuspto-grants-2014_11
ORD IDord-305280656b464f7ca367de7d6ea19757
Source noteuspto-grants-2014_11