Tetrahydrofuran → N-(4-{2-[6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl]ethyl}benzyl)-N-methylmethanesulfonamide

Participants

Role	Name	HCID	Charge
Reactant	Tetrahydrofuran	HCID 8028	—
Reactant	Triethylamine	HCID 8471	—
Reactant	Methanesulfonyl chloride	HCID 31297	—
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-methylmethanesulfonamide	HCID 59239862	31.7%

Reaction Conditions

Temperature	0 °C

Reaction Steps

A mixture of the compound (100 mg) obtained in Example 4, methanesulfonyl chloride (30 mg), triethylamine (76 mg) and tetrahydrofuran (2 ml) was stirred at 0° C. for 1 hr. The reaction mixture was diluted with ethyl acetate, and washed with water. The precipitate was collected by filtration to give the title compound (32 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-fa904f95f59e44b4bcb4103cd33b804a
Source note	uspto-grants-2011_08