Diisopropylethylamine → {7-Bromo-2-[4-(4-chlorophenyl)piperazin-1-yl]thieno[3,2-d]pyrimidin-4-yl}propylamine

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	(2-Chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-yl)piperidin-3-ylamine hydrochloride	HCID 86616275	—
Reactant	HCID 86616282	HCID 86616282	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	{7-Bromo-2-[4-(4-chlorophenyl)piperazin-1-yl]thieno[3,2-d]pyrimidin-4-yl}propylamine	HCID 86616283	110.2%

Reaction Conditions

Temperature	100 °C

Reaction Steps

2.00 g (6.20 mmol) of (7-bromo-2-chlorothieno[3,2-d]pyrimidin-4-yl)propylamine (V), 4.64 g (23.59 mmol) of 1-(4-chlorophenyl)piperazine (VI), and 2.13 mL (12.39 mmol) of diisopropylethylamine are placed in 15 mL of dioxane and heated to 100° C. in the microwave for 0.75 hours. As only 50% reacted, the reaction mixture is heated to 160° C. in the microwave for another 1.5 hours. Then the precipitate formed is suction filtered, washed with water, and stirred with petroleum ether. After suction filtering again, 3.19 g of product VII (100%) is obtained.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07511045B2
Source dataset	uspto-grants-2009_03
ORD ID	ord-af0e7afdd38e4262812b58424aba8782
Source note	uspto-grants-2009_03