1,3-Cyclohexanediamine → N1-(3-(3-chlorophenyl)imidazo[1,2-b]pyridazin-6-yl)cyclohexane-1,3-diamine

Participants

Role	Name	HCID	Charge
Reactant	1,3-Cyclohexanediamine	HCID 18814	—
Reactant	Sodium Bicarbonate	HCID 516892	—
Reactant	6-Chloro-3-(3-chlorophenyl)imidazo[1,2-b]pyridazine	HCID 57418686	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	N1-(3-(3-chlorophenyl)imidazo[1,2-b]pyridazin-6-yl)cyclohexane-1,3-diamine	HCID 71235322	23.2%

Reaction Conditions

Temperature	180 °C

Reaction Steps

To a solution of 6-chloro-3-(3-chlorophenyl)imidazo[1,2-b]pyridazine (100 mg, 0.38 mmol) and cyclohexane-1,3-diamine (43 mg, 0.38 mmol) in NMP (1.0 mL) was added NaHCO3 (32 mg, 0.38 mmol), the mixture was stirred at 180° C. for 60 mins under microwave irridation. The mixture was purified by flash chromatograph to give N1-(3-(3-chlorophenyl)imidazo[1,2-b]pyridazin-6-yl)cyclohexane-1,3-diamine (30 mg, 0.088 mmol, 23%) as a pale yellow solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09416132B2
Source dataset	uspto-grants-2016_08
ORD ID	ord-dd2184f8a69f4b678c4832cb8e8e461f
Source note	uspto-grants-2016_08