Dimethylamine → 6-Chloro-N~4~,N~4~-dimethylpyrimidine-2,4-diamine

Participants

Role	Name	HCID	Charge
Reactant	Dimethylamine	HCID 674	—
Reactant	Water	HCID 962	—
Reactant	2-Amino-4,6-dichloropyrimidine	HCID 65522	—
Reactant	Diisopropylethylamine	HCID 81531	—
Solvent	Acetonitrile	HCID 6342	—
Product	6-Chloro-N~4~,N~4~-dimethylpyrimidine-2,4-diamine	HCID 251735	104.5%

Reaction Conditions

Temperature	50 °C

Reaction Steps

To a solution of 4,6-dichloropyrimidinamine (2.0 g, 12.2 mmol) in acetonitrile were added Hunig's base (2.34 mL, 13.4 mmol) and dimethylamine (6.7 mL, 13.4 mmol), and the reaction mixture was stirred for 1.5 hours at 50° C. The mixture was poured onto CH2Cl2 and water. The organic layer was separated, washed with brine, and concentrated to afford the title compound (2.2 g, 94%) as an off-white solid. LC-MS (ES) m/z=173, 175 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08697685B2
Source dataset	uspto-grants-2014_04
ORD ID	ord-a5fe065f3c5d445ebd92851879f58e35
Source note	uspto-grants-2014_04