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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2102414Generated: November 1, 2026

Triethylamine → HCID 11327334, compound

https://huagongshe.com/reaction/2102414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantO-(2-(Vinyloxy)ethyl)hydroxylamineHCID 21867017—
Reactant7-(4-Bromo-2-fluorophenylamino)-imidazo[1,2-b]pyridazine-6-carboxylic acidHCID 59519385—
Reactant7-(4-Bromo-2-fluorophenylamino)-imidazo[1,2-b]pyridazine-6-carboxylic acid (2-vinyloxyethoxy)-amideHCID 86599610—
SolventEthyl AcetateHCID 8857—
SolventDimethylacetamideHCID 31374—
ProductHCID 11327334HCID 11327334—

Reaction Steps

Preparation of 7-(4-bromo-2-fluorophenylamino)-imidazo[1,2-b]pyridazine-6-carboxylic acid (2-vinyloxyethoxy)-amide: A mixture of 7-(4-bromo-2-fluorophenylamino)-imidazo[1,2-b]pyridazine-6-carboxylic acid (1.00 equiv), EDCI (1.50 equivalents), and HOBt (1.50 equivalents) in DMA is stirred for 30 minutes at room temperature under N2. O-(2-vinyloxy-ethyl)-hydroxylamine (3.00 equivalents) is added followed by Et3N (2.50 equivalents). After the reaction mixture is stirred for 16 hours at room temperature, it is diluted with EtOAc and washed with saturated NH4Cl solution, saturated NaHCO3 solution and saturated NaCl. The organic layer is dried (Na2SO4) and concentrated under reduced pressure to yield the desired product. The product may be purified by flash column chromatography if further purification is necessary.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576072B2
Source datasetuspto-grants-2009_08
ORD IDord-5539dadd6eee48d693ed1ee674ed673b
Source noteuspto-grants-2009_08