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	1,4-Dioxane	HCID 31275	—
Product	Ethyl 6'-bromo-1'-(1,1-dimethylethylsulfinamido)-4-methoxy-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-1'-carboxylate	HCID 58197767	34%

Reaction Conditions

Temperature	150 °C

Reaction Steps

A suspension of compound 5 (400 mg, 0.99 mmol) and Lawesson's Reagent (402 mg, 0.99 mmol) in anhydrous 1,4-dioxane (15 mL) was stirred at 150° C. for 30 min in a CEM microware reactor. The mixture was concentrated in vacuo, and the residue was purified by prep-TLC to give compound 6 (140 mg, 34%) as a white solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09212153B2
Source dataset	uspto-grants-2015_12
ORD ID	ord-090d3f57c1194b33ae54de1ec6001444
Source note	uspto-grants-2015_12