Lawesson's reagent → Ethyl 6'-bromo-1'-(1,1-dimethylethylsulfinamido)-4-methoxy-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-1'-carboxylate

Participants

Role	Name	HCID	Charge
Reactant	Lawesson's reagent	HCID 87949	—
Reactant	N-(6'-bromo-1'-(1-ethoxyvinyl)-4-methoxy-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-1'-yl)-2-methylpropane-2-sulfinamide	HCID 58198087	—
Solvent	Toluene	HCID 1140	—
Product	Ethyl 6'-bromo-1'-(1,1-dimethylethylsulfinamido)-4-methoxy-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-1'-carboxylate	HCID 58197767	84%

Reaction Conditions

Temperature	130 °C

Reaction Steps

To a solution of compound 5 (77 mg, 0.172 mmol) in dry toluene (2.5 mL) was added Lawesson's reagent (104 mg, 0.258 mmol) under nitrogen. The reaction mixture was heated in a CEM microwave reactor at 130° C. for 60 min. The solvent was removed under reduced pressure, and the residue was purified by preparative TLC (petroleum ether:EtOAc=3:1) to give compound 6 (67 mg, 84%) as a white solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08633212B2
Source dataset	uspto-grants-2014_01
ORD ID	ord-bb04d205a9ac4e8f959f53451c5c031f
Source note	uspto-grants-2014_01