Tributylstannane → 5-chloro-5'-(1-trityl-1H-imidazol-4-ylmethyl)-[1,2']bipyridinyl-2-one

Participants

Role	Name	HCID	Charge
Reactant	Tributylstannane	HCID 5948	—
Reactant	Azobisisobutyronitrile	HCID 6547	—
Reactant	Thiocarbonic acid O-[(5-chloro-2-oxo-2H-[1,2']bipyridinyl-5'-yl)-(1-trityl-1H-imidazol-4-yl)-methyl] ester O-phenyl ester	HCID 53650920	—
Solvent	Benzene	HCID 241	—
Product	5-chloro-5'-(1-trityl-1H-imidazol-4-ylmethyl)-[1,2']bipyridinyl-2-one	HCID 70286936	—

Reaction Conditions

Temperature	80 °C

Reaction Steps

To a solution of the thiocarbonate from Step 4 (0.263 g, 0.386 mmol) in benzene (3 ml) at room temperature was added tributyl tin hydride (0.159 ml, 3.74 mmol) and AIBN (0.012 g, 0.50 mmol) and the mixture was heated at 80° C. for 3 hrs. The solvent was evaporated in vacuo. The residue was chromatographed (silica gel, MeOH: CH2Cl2 2:98 to 4:96 gradient elution) to afford the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05939439
Source dataset	uspto-grants-1999_08
ORD ID	ord-39614d8c3428409ea4a574a54f4724ae
Source note	uspto-grants-1999_08