N-(4-Bromophenethyl)acetamide → 5-(4-{2-[(cyclobutylcarbonyl)amino]ethyl}phenyl)-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	N-(4-Bromophenethyl)acetamide	HCID 16097949	—
Reactant	5-{4-[2-(acetylamino)ethyl]phenyl}-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide	HCID 66722920	—
Product	5-(4-{2-[(cyclobutylcarbonyl)amino]ethyl}phenyl)-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide	HCID 57732641	48.3%

Reaction Steps

The title compound was prepared according to the general procedure of 5-{4-[2-(acetylamino)ethyl]phenyl}-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide, substituting N-[2-(4-bromophenyl)ethyl]cyclobutanecarboxamide (100 mg, 0.324 mmol) for N-[2-(4-bromophenyl)ethyl]acetamide. Purified by flash chromatography to afford 28 mg of the title compound (48.3%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08063071B2
Source dataset	uspto-grants-2011_11
ORD ID	ord-ed98e5fed8864ee29e270ab1ce3a26b1
Source note	uspto-grants-2011_11