Trifluoroacetic acid → Spiro[1H-indene-1,4'-piperidin]-3(2H)-one trifluoroacetamide

Participants

Role	Name	HCID	Charge
Reactant	Trifluoroacetic acid	HCID 6422	—
Reactant	Anisole	HCID 7519	—
Reactant	n-[1(r,s)-[(2,3-Dihydro-3-oxospiro [1h-indene-1,4'-piperidin]1'-yl)-carbonyl]-2-(indol-3-yl)ethyl]-2-amino-2-methylpropanamide hydrochloride	HCID 18467074	—
Solvent	Dichloromethane	HCID 6344	—
Product	Spiro[1H-indene-1,4'-piperidin]-3(2H)-one trifluoroacetamide	HCID 18467060	—

Reaction Steps

A solution of the intermediate from Step A in a 1:1:0.5 mixture of trifluoroacetic acid, dichloromethane and anisole was stirred for 1 hour and then concentrated and azeotroped from toluene to give the title compound. 1H NMR (200 MHz, CDCl3): 7.81-7.70 (m, 1H),7.62-7.45 (m, 2H), 7.22-7.15 (m, 1H), 3.72-3.58 (m, 2H), 3.29-3.04 (m, 2H), 2.70 (s, 2H), 2.47 (dt, 2H), 1.85-1.75 (m, 2H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06420376B1
Source dataset	uspto-grants-2002_07
ORD ID	ord-c20e34aa5fdc4ce5a310e9186590702d
Source note	uspto-grants-2002_07