Methyl iodide → Ethyl 1'-amino-6'-bromo-4-methoxy-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-1'-carboxylate

Participants

Role	Name	HCID	Charge
Reactant	Methyl iodide	HCID 6328	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Ethyl 6'-bromo-1'-(1,1-dimethylethylsulfinamido)-4-methoxy-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-1'-carboxylate	HCID 58197767	—
Solvent	Acetonitrile	HCID 6342	—
Product	Ethyl 1'-amino-6'-bromo-4-methoxy-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-1'-carboxylate	HCID 58197140	57.1%

Reaction Steps

To a solution of compound 6 (230 mg, 0.55 mmol) in CH3CN (15 mL) was added K2CO3 (304 mg, 2.2 mmol). After being stirred for 5 min, MeI (155 mg, 1.1 mmol) was added. The reaction mixture was stirred at 60° C. for 15 min in a CEM microwave reactor. The mixture was concentrated in vacuo, the residue was purified by prep-TLC to give compound 7 (120 mg, 50%) 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-07425fd07861467d8bfa68cfda418c6b
Source note	uspto-grants-2015_12