Reaction #68412

ord-3e1a967ccfb44c01b6c2f798819560ee

Reaction equation

CC(C)c1c(C(=O)NCc2ccc(C(F)(F)F)nc2)c2ccc(O)cc2n1Cc1ccccn1
6-hydroxy-2-isopropyl-1-(pyridin-2-ylmethyl)-N-((6-(trifluoromethyl)pyridin-3-yl)methyl)-1H-indole-3-carboxamide
CC(C)c1c(C(=O)NCc2ccc(C(F)(F)F)nc2)c2ccc(O)cc2n1Cc1ccccn1
Compound 141
CC(C)c1c(C(=O)NCc2ccc(C(F)(F)F)nc2)c2ccc(O)cc2n1Cc1ccccn1
6-hydroxy-2-isopropyl-1-(pyridin-2-ylmethyl)-N-((6-(trifluoromethyl)pyridin-3-yl)methyl)-1H-indole-3-carboxamide
IC1CCCC1
cyclopentyl iodide
→
CC(C)c1c(C(=O)NCc2ccc(C(F)(F)F)nc2)c2ccc(OC3CCCC3)cc2n1Cc1ccccn1
title compound
CC(C)c1c(C(=O)NCc2ccc(C(F)(F)F)nc2)c2ccc(OC3CCCC3)cc2n1Cc1ccccn1
6-(Cyclopentyloxy)-2-isopropyl-1-(pyridin-2-ylmethyl)-N-((6-(trifluoromethyl)pyridin-3-yl)methyl)-1H-indole-3-carboxamide

Reactants

CC(C)c1c(C(=O)NCc2ccc(C(F)(F)F)nc2)c2ccc(O)cc2n1Cc1ccccn1
6-hydroxy-2-isopropyl-1-(pyridin-2-ylmethyl)-N-((6-(trifluoromethyl)pyridin-3-yl)methyl)-1H-indole-3-carboxamide
CC(C)c1c(C(=O)NCc2ccc(C(F)(F)F)nc2)c2ccc(O)cc2n1Cc1ccccn1
Compound 141
CC(C)c1c(C(=O)NCc2ccc(C(F)(F)F)nc2)c2ccc(O)cc2n1Cc1ccccn1
6-hydroxy-2-isopropyl-1-(pyridin-2-ylmethyl)-N-((6-(trifluoromethyl)pyridin-3-yl)methyl)-1H-indole-3-carboxamide
IC1CCCC1
cyclopentyl iodide

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The title compound was prepared from 6-hydroxy-2-isopropyl-1-(pyridin-2-ylmethyl)-N-((6-(trifluoromethyl)pyridin-3-yl)methyl)-1H-indole-3-carboxamide (Compound 141) and cyclopentyl iodide by General Procedure N.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08524917B2uspto-grants-2013_09