Potassium Carbonate → 5-[(4S)-4-Hydroxyisoxazolidin-2-ylcarbonyl]-6-(imidazo[1,2-a]pyridin-3-ylmethyl)-1-isobutyl-3-methylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Imidazo(1,2-a)pyridine	HCID 78960	—
Reactant	6-[(4,5-Dichloro-2-methyl-1H-imidazol-1-yl)methyl]-5-[4-(S)-hydroxy-2-isoxazolidinylcarbonyl]-3-methyl-1-(isobutyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione	HCID 10142559	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	5-[(4S)-4-Hydroxyisoxazolidin-2-ylcarbonyl]-6-(imidazo[1,2-a]pyridin-3-ylmethyl)-1-isobutyl-3-methylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione	HCID 10299653	—

Reaction Steps

The product of example 3 part b (1 g), imidazolo[1,2-a]pyridine (0.4 ml), potassium carbonate (0.35 g) and THF (20 ml) were stirred under nitrogen for 1 h. Warer was added to the reaction and extracted with ethyl acetate (×2). The combined organic extracts were dried (MgSO4) and concentrated in vacuo. The residue was chromatographed (SiO2/9:1 ethyl acetate-hexane and the ethyl acetate) to give the sub-title compound as a colourless oil. LCMS(ESI) 4275 [M+H]+

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07384950B2
Source dataset	uspto-grants-2008_06
ORD ID	ord-b1575dc6b21040b6b2bd77626b12a3cd
Source note	uspto-grants-2008_06