Benzylamine → N-Benzyl-3-bromoimidazo[1,2-a]pyrazin-8-amine

Participants

Role	Name	HCID	Charge
Reactant	Benzylamine	HCID 7504	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	3,5-Dibromoimidazo[1,2-a]pyrazine	HCID 14207592	—
Solvent	Water	HCID 962	—
Solvent	Dichloromethane	HCID 6344	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	N-Benzyl-3-bromoimidazo[1,2-a]pyrazin-8-amine	HCID 21070918	13.7%

Reaction Conditions

Temperature	70 °C

Reaction Steps

To a solution of 3,5-dibromo-imidazo[1,2-a]pyrazine (D) (200 mg, 0.72 mmol) in THF (9 ml) was added benzylamine (0.393 ml, 3.6 mmol) and diisopropylethylamine (DIPEA) (0.627 ml, 3.6 mmol). The mixture was heated at 70° C. for 3 days. The mixture was then cooled to rt, diluted with DCM and water. The organic layer was washed with brine, dried and concentrated. The residue was purified on a silica gel column to give 30 mg of the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07186832B2
Source dataset	uspto-grants-2007_03
ORD ID	ord-0624471c96a1412bb63fa365e0423ce3
Source note	uspto-grants-2007_03