P-Anisidine → 6-chloro-N-(4-ethoxyphenyl)-7-methylimidazo[1,2-b]pyridazin-8-amine

Participants

Role	Name	HCID	Charge
Reactant	P-Anisidine	HCID 7732	—
Reactant	4-Ethoxyaniline	HCID 9076	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	HCID 86611713	HCID 86611713	—
Solvent	Water	HCID 962	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	6-chloro-N-(4-ethoxyphenyl)-7-methylimidazo[1,2-b]pyridazin-8-amine	HCID 86611715	90%

Reaction Conditions

Temperature	225 °C

Reaction Steps

(1d variation 1) A mixture of 8-bromo-6-chloro-7-methylimidazo[1,2-b]pyridazine HCl salt (30 mg, 0.1 mmol) from 1c, p-methoxyaniline (20 μL, 0.15 mmol) and K2CO3 (75 mg) were suspended in NMP (600 μL) and heated in a microwave at 225° C. for 15 min. The mixture was cooled to room temperature and then treated with H2O (5 mL). The solid that precipitated out was filtered, washed with water and dried to provide 6-chloro-N-(4-ethoxyphenyl)-7-methylimidazo[1,2-b]pyridazin-8-amine (21 mg, >90% pure by HPLC).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07723336B2
Source dataset	uspto-grants-2010_05
ORD ID	ord-92981fe84f5648f68fcb663cca5f5c04
Source note	uspto-grants-2010_05