Triethylamine → 3-Bromo-2-(1-(2-(ethylsulfonyl)ethylamino)ethyl)-7-fluoro-4H-pyrido[1,2-a]pyrimidin-4-one

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	(Ethylsulfonyl)ethene	HCID 74680	—
Reactant	2-(1-Aminoethyl)-3-bromo-7-fluoro-4H-pyrido[1,2-a]pyrimidin-4-one	HCID 58796853	—
Solvent	Methanol	HCID 887	—
Product	3-Bromo-2-(1-(2-(ethylsulfonyl)ethylamino)ethyl)-7-fluoro-4H-pyrido[1,2-a]pyrimidin-4-one	HCID 58796896	100.3%

Reaction Conditions

Temperature	50 °C

Reaction Steps

E3 (222 mg, 0.78 mmol) was dissolved in 5 mL methanol. Triethylamine (0.11 mL, 0.78 mmol) was added followed by ethyl vinyl sulfone (0.082 mL, 0.78 mmol). The reaction was heated at 50° C. overnight. After removal of methanol, the mixture was purified by chromatography with 1:1 dichloromethane:ethyl acetate then gradient methanol in dichloromethane (2% to 4% to 6%) to give 318 mg E4 as an oil.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07799795B2
Source dataset	uspto-grants-2010_09
ORD ID	ord-bd57d6bbaa714ef89b1769593a866b4c
Source note	uspto-grants-2010_09