Potassium Carbonate → (E)-3-[2-n-Butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid, 2-(N,N-Diethylamino)-2-oxoethyl Ester

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Chloro-N,N-diethylacetamide	HCID 16844	—
Reactant	3-[2-Butyl-3-(2-chloro-benzyl)-3H-imidazol-4-yl]-2-thiophen-2-ylmethyl-acrylic acid	HCID 10047444	—
Solvent	Water	HCID 962	—
Solvent	Dimethylformamide	HCID 6228	—
Product	(E)-3-[2-n-Butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid, 2-(N,N-Diethylamino)-2-oxoethyl Ester	HCID 131719009	—

Reaction Conditions

Temperature	70 °C

Reaction Steps

A solution of (E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid (Example 1) (5 mmol) in dry dimethylformamide (10 mL) was treated with 2-chloro-N,N-diethyl-acetamide (5.51 mmol) followed by powdered potassium carbonate. This mixture was heated at 70° C. for 7 hours, diluted with water and extracted with ethyl acetate. The water-washed, dried, concentrated product solidifies and after trituration with ether/hexane affords the title ester; mp 139°-140° C.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05418250
Source dataset	uspto-grants-1995_05
ORD ID	ord-0c4ff6e20d3c428ba9c53c64073fade3
Source note	uspto-grants-1995_05