Sodium Iodide → N-Methyl-N'-[4-(4-isopropyl-piperazin-1-yl)-phenyl]-[1,3,5]triazine-2,4-diamine

Participants

Role	Name	HCID	Charge
Reactant	Sodium Iodide	HCID 5238	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	4-(4-Propylpiperazin-1-yl)aniline	HCID 9161541	—
Reactant	4-Chloro-N-methyl-1,3,5-triazin-2-amine	HCID 17959650	—
Solvent	Ethanol	HCID 702	—
Product	N-Methyl-N'-[4-(4-isopropyl-piperazin-1-yl)-phenyl]-[1,3,5]triazine-2,4-diamine	HCID 66669997	—

Reaction Conditions

Temperature	80 °C

Reaction Steps

A mixture of (4-chloro-[1,3,5]triazin-2-yl)-methyl-amine (290 mg, 2.00 mmol), NaI (28 mg) and 4-(4-propylpiperazin-1-yl)-aniline (500 mg, 2.0 mmol) in EtOH (20 ml) and N-ethyl-diisopropyl amine (350 μl, 2.0 mmol) is heated to 80° C. for 3 h under a nitrogen atmosphere. Workup as described in Example 228A gives the title compound: ESI-MS: 328 [MH]+; TLC: Rf=0.14 (DCM/MeOH, 9:1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08552002B2
Source dataset	uspto-grants-2013_10
ORD ID	ord-b40ddb22a71f452eb41fceaa2a45c0c0
Source note	uspto-grants-2013_10