Reaction #68419

ord-674daa90c9d64af99e844d73d9c31a22

Reaction equation

CC(C)c1c(C(=O)NCc2cncc(F)c2)c2ccc(O)cc2n1Cc1cccnc1
N-((5-fluoropyridin-3-yl)methyl)-6-hydroxy-2-isopropyl-1-(pyridin-3-ylmethyl)-1H-indole-3-carboxamide
CC(C)c1c(C(=O)NCc2cncc(F)c2)c2ccc(O)cc2n1Cc1cccnc1
Compound 162
CC(C)c1c(C(=O)NCc2cncc(F)c2)c2ccc(O)cc2n1Cc1cccnc1
N-((5-fluoropyridin-3-yl)methyl)-6-hydroxy-2-isopropyl-1-(pyridin-3-ylmethyl)-1H-indole-3-carboxamide
IC1CCCC1
cyclopentyl iodide
→
CC(C)c1c(C(=O)NCc2cncc(F)c2)c2ccc(OC3CCCC3)cc2n1Cc1cccnc1
title compound
CC(C)c1c(C(=O)NCc2cncc(F)c2)c2ccc(OC3CCCC3)cc2n1Cc1cccnc1
6-(Cyclopentyloxy)-N-((5-fluoropyridin-3-yl)methyl)-2-isopropyl-1-(pyridin-3-ylmethyl)-1H-indole-3-carboxamide

Reactants

CC(C)c1c(C(=O)NCc2cncc(F)c2)c2ccc(O)cc2n1Cc1cccnc1
N-((5-fluoropyridin-3-yl)methyl)-6-hydroxy-2-isopropyl-1-(pyridin-3-ylmethyl)-1H-indole-3-carboxamide
CC(C)c1c(C(=O)NCc2cncc(F)c2)c2ccc(O)cc2n1Cc1cccnc1
Compound 162
CC(C)c1c(C(=O)NCc2cncc(F)c2)c2ccc(O)cc2n1Cc1cccnc1
N-((5-fluoropyridin-3-yl)methyl)-6-hydroxy-2-isopropyl-1-(pyridin-3-ylmethyl)-1H-indole-3-carboxamide
IC1CCCC1
cyclopentyl iodide

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The title compound was prepared from N-((5-fluoropyridin-3-yl)methyl)-6-hydroxy-2-isopropyl-1-(pyridin-3-ylmethyl)-1H-indole-3-carboxamide (Compound 162) and cyclopentyl iodide by General Procedure N.

Source

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