Diisopropylethylamine → HCID 178522477, compound

https://huagongshe.com/reaction/2098246

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	Sodium Bicarbonate	HCID 516892	—
Reactant	Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 2733084	—
Reactant	6-Chloroimidazo[1,2-b]pyridazine-2-carboxylic acid	HCID 2794637	—
Reactant	HCID 178419690	HCID 178419690	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 178522477	HCID 178522477	183.8%

Reaction Conditions

Temperature	80 °C

Reaction Steps

A mixture of 6-chloro-imidazo[1,2-b]pyridazine-2-carboxylic acid (400 mg), HBTU (900 mg) and DIEA (1 mL) in DMF (5 mL) was heated at 80° C. for 10 minutes. To this reaction mixture 5-(3-chlorophenyl)-1H-benzoimidazol-2-ylamine hydrobromide salt (265 mg) was added, and the mixture was heated at 80° C. for 30 minutes. After cooling the reaction mixture to room temperature, an aqueous sodium bicarbonate solution was added, and the mixture was stirred for 30 minutes. The mixture was filtered, washed with water, and purified on silica gel column to obtain 6-chloro-imidazo[1,2-b]pyridazine-2-carboxylic acid [5-(3-chloro-phenyl)-1H-benzoimidazol-2-yl]-amide (635 mg). LC-MS (m/z). 423.7.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08450354B2
Source dataset	uspto-grants-2013_05
ORD ID	ord-6ef6f1f3dc7345f9b56d36de2ca8862e
Source note	uspto-grants-2013_05