Dimethylcarbamoyl Chloride → N-(4-{2-[6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl]ethyl}benzyl)-N,N',N'-trimethylurea

Participants

Role	Name	HCID	Charge
Reactant	Dimethylcarbamoyl Chloride	HCID 6598	—
Reactant	Tetrahydrofuran	HCID 8028	—
Reactant	Triethylamine	HCID 8471	—
Reactant	6-(4-chlorophenyl)-3-(2-{4-[(methylamino)methyl]phenyl}ethyl)thieno[3,2-d]pyrimidin-4(3H)-one dihydrochloride	HCID 67359698	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	N-(4-{2-[6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl]ethyl}benzyl)-N,N',N'-trimethylurea	HCID 59239849	70.3%

Reaction Conditions

Temperature	60 °C

Reaction Steps

A mixture of the compound (0.1 g) obtained in Example 4, dimethylcarbamoyl chloride (25 mg), triethylamine (76 mg) and tetrahydrofuran (2 ml) was stirred at 60° C. for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-hexane (1:1, volume ratio) to give the title compound (70 mg) as a colorless powder.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07989445B2
Source dataset	uspto-grants-2011_08
ORD ID	ord-a8dc207569ee4730a3dedf9d259723c5
Source note	uspto-grants-2011_08