2-Nitrophenyl isocyanate → 2-Nitro-N-[[1-(4-pyridyl)piperidin-4-yl]methoxycarbonyl]aniline

Participants

Role	Name	HCID	Charge
Reactant	2-Nitrophenyl isocyanate	HCID 76834	—
Reactant	(1-(Pyridin-4-YL)piperidin-4-YL)methanol	HCID 11310048	—
Solvent	Dichloromethane	HCID 6344	—
Product	2-Nitro-N-[[1-(4-pyridyl)piperidin-4-yl]methoxycarbonyl]aniline	HCID 18174618	98.5%

Reaction Steps

A solution of 2-nitrophenyl isocyanate (4.25 g, 25.9 mmol) and 1-(4-pyridyl)-4-piperidinemethanol (4.13 g, 21.5 mmol) in dichloromethane (100 mL) was stirred at room temperature overnight (about 18 h). The mixture was concentrated and the residue purified by flash chromatography (SiO2; CHCl3 to 5% MeOH/1% Et3N in CHCl3) to yield 7.55 g (96%) of the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06372759B1
Source dataset	uspto-grants-2002_04
ORD ID	ord-5ed6107ff9c84691bec4a3b97ff7cdac
Source note	uspto-grants-2002_04