Reaction #57272

ord-f4985b76c5d44cef98a32857244b41e3

Reaction equation

ClCCl
dichloromethane
Cn1cc(-c2ccnc3c2cc(-c2ccc(C=O)cc2)n3S(=O)(=O)c2ccccc2)c(-c2ccc(NC(=O)N3CCCC3)cc2)n1
N-(4-{4-[2-(4-formylphenyl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1-methyl-1H-pyrazol-3-yl}phenyl)-1-pyrrolidinecarboxamide
CCNCCO
2-(ethylamino)ethanol
→
CCN(CCO)Cc1ccc(-c2cc3c(-c4cn(C)nc4-c4ccc(NC(=O)N5CCCC5)cc4)ccnc3n2S(=O)(=O)c2ccccc2)cc1
title compound
CCN(CCO)Cc1ccc(-c2cc3c(-c4cn(C)nc4-c4ccc(NC(=O)N5CCCC5)cc4)ccnc3n2S(=O)(=O)c2ccccc2)cc1
N-(4-{4-[2-(4-{[ethyl(2-hydroxyethyl)amino]methyl}phenyl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1-methyl-1H-pyrazol-3-yl}-phenyl)-1-pyrrolidinecarboxamide

Reactants

ClCCl
dichloromethane
—
Intermediate 101
Cn1cc(-c2ccnc3c2cc(-c2ccc(C=O)cc2)n3S(=O)(=O)c2ccccc2)c(-c2ccc(NC(=O)N3CCCC3)cc2)n1
N-(4-{4-[2-(4-formylphenyl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1-methyl-1H-pyrazol-3-yl}phenyl)-1-pyrrolidinecarboxamide
CCNCCO
2-(ethylamino)ethanol

Reagents

None

Solvents

CC(Cl)Cl
dichloroethane

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Following the procedure described in Intermediate 101 using N-(4-{4-[2-(4-formylphenyl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1-methyl-1H-pyrazol-3-yl}phenyl)-1-pyrrolidinecarboxamide and 2-(ethylamino)ethanol in dichloroethane (instead of dichloromethane) provided the title compound. ESMS [M+H]+: 704.6.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07419988B2uspto-grants-2008_09