Cyclopropylamine → 3-Bromo-N-cyclopropylimidazo[1,2-a]pyrazin-8-amine

Participants

Role	Name	HCID	Charge
Reactant	Cyclopropylamine	HCID 69828	—
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	3-Bromo-N-cyclopropylimidazo[1,2-a]pyrazin-8-amine	HCID 21070912	14.5%

Reaction Conditions

Temperature	50 °C

Reaction Steps

To a solution of 3,5-dibromo-imidazo[1,2-a]pyrazine (D) (250 mg, 0.9 mmol) in THF (9 ml) was added cyclopropylamine (1.9 ml, 27 mmol) and diisopropylethylamine (DIPEA) (0.782 ml, 4.5 mmol). The mixture was heated at 50° C. in sealed tube overnight. 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 33 mg (yield 14.5%) 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-cb98ee9cbba545a4be1c4c10b5f3a263
Source note	uspto-grants-2007_03