Ethanolamine → (1S,5R)-3-[(4S,5R)-2-(6-tert-Butyl-4-ethoxy-pyridin-3-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl]-3-aza-bicyclo[3.1.0]hexane-6-carboxylic acid (2-hydroxy-ethyl)-amide

Participants

Role	Name	HCID	Charge
Reactant	Ethanolamine	HCID 700	—
Reactant	(1S,5R)-3-[(4S,5R)-2-(6-tert-butyl-4-ethoxy-pyridin-3-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl]-3-aza-bicyclo[3.1.0]hexane-6-carboxylic acid	HCID 67204751	—
Product	(1S,5R)-3-[(4S,5R)-2-(6-tert-Butyl-4-ethoxy-pyridin-3-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl]-3-aza-bicyclo[3.1.0]hexane-6-carboxylic acid (2-hydroxy-ethyl)-amide	HCID 57670163	—

Reaction Steps

In a manner analogous to the method described in examples 99, (1S,5R)-3-[(4S,5R)-2-(6-tert-butyl-4-ethoxy-pyridin-3-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl]-3-aza-bicyclo[3.1.0]hexane-6-carboxylic acid (prepared from the ethyl ester, example 135) was coupled with 2-aminoethanol (Aldrich) to give the title compound. HR-MS (ES, m/z) calculated for C37H44Cl2N5O4 [(M+H)+] 692.2765, observed 692.2768.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08513239B2
Source dataset	uspto-grants-2013_08
ORD ID	ord-6bc48671936c44c8942892019eb7cd6d
Source note	uspto-grants-2013_08