Reaction #89532

ord-76309cdf7292464aa9da85d353630a3e

Reaction equation

N#Cc1ccc(-n2nccn2)c(C(=O)O)c1
5-cyano-2-(2H-1,2,3-triazol-2-yl)benzoic acid
C[C@@H]1CCCN[C@@H]1CN1C(=O)c2ccccc2C1=O
2-(((2S,3R)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione
Fc1ncc(C(F)(F)F)cn1
2-fluoro-5-(trifluoromethyl)pyrimidine
→
C[C@@H]1CCCN(C(=O)c2cc(C#N)ccc2-n2nccn2)[C@@H]1CNc1ncc(C(F)(F)F)cn1
title compound
C[C@@H]1CCCN(C(=O)c2cc(C#N)ccc2-n2nccn2)[C@@H]1CNc1ncc(C(F)(F)F)cn1
3-((2S,3R)-3-Methyl-2-(((5-(trifluoromethyl)pyrimidin-2-yl)amino)methyl)piperidine-1-carbonyl)-4-(2H-1,2,3-triazol-2-yl)benzonitrile

Reactants

N#Cc1ccc(-n2nccn2)c(C(=O)O)c1
5-cyano-2-(2H-1,2,3-triazol-2-yl)benzoic acid
C[C@@H]1CCCN[C@@H]1CN1C(=O)c2ccccc2C1=O
2-(((2S,3R)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione
Fc1ncc(C(F)(F)F)cn1
2-fluoro-5-(trifluoromethyl)pyrimidine

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The title compound was prepared following the same general protocol as described in Example A1, using 5-cyano-2-(2H-1,2,3-triazol-2-yl)benzoic acid, 2-(((2S,3R)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione and 2-fluoro-5-(trifluoromethyl)pyrimidine. ESI-MS (m/z): 471 [M+1]+.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09440982B2uspto-grants-2016_09