Dichloromethane → HCID 68839077, compound

Participants

Role	Name	HCID	Charge
Reactant	Dichloromethane	HCID 6344	—
Reactant	Triethylamine	HCID 8471	—
Reactant	5-(2-Benzyloxy-4-iodophenyl)-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one	HCID 66756937	—
Reactant	HCID 86632584	HCID 86632584	—
Catalyst	Cuprous chloride	HCID 62652	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	Ethyl Acetate	HCID 8857	—
Solvent	Water 1,2-dimethoxyethane	HCID 18180031	—
Product	HCID 68839077	HCID 68839077	—

Reaction Conditions

Temperature	120 °C

Reaction Steps

To a solution of 2-prop-2-ynyl-tetrahydrothiophene 1,1-dioxide (53 mg, 0.34 mmol) in 1 mL glyme/water (9:1) is added Pd(dppf)Cl2.CH2Cl2 (14 mg), a solution of 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one (164 mg, 0.37 mmol) in 1 mL glyme/water (9:1), triethylamine (68 mg, 0.67 mmol) and CuCl (13 mg, 0.13 mmol). The mixture is heated at 120° C. in a microwave apparatus for 5 min then is poured into EtOAc. The mixture is washed with 1N HCl and the organic phase is dried over magnesium sulfate. The solvent is removed under reduced pressure to give the title compound which is used directly in the next step.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08084448B2
Source dataset	uspto-grants-2011_12
ORD ID	ord-64f41d19b068442391676932b5cd8863
Source note	uspto-grants-2011_12