Pyridine → HCID 67106526, compound

HRID 1026613Notes

Reaction equation

HRID 1026613 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:9]=[CH:8][NH:7][N:6]=1)=[O:4].[NH:10]1[C:18]2[C:13](=[CH:14][C:15](B(O)O)=[CH:16][CH:17]=2)[CH:12]=[CH:11]1.N1C=CC=CC=1>C([O-])(=O)C.[Cu+2].C([O-])(=O)C.CN(C)C=O>[CH3:1][O:2][C:3]([C:5]1[N:9]=[CH:8][N:7]([C:15]2[CH:14]=[C:13]3[C:18](=[CH:17][CH:16]=2)[NH:10][CH:11]=[CH:12]3)[N:6]=1)=[O:4]

Participants

6

Reactant 3

HCID 1049PyridineHCID 27343615-Indolylboronic acidHCID 178499122HCID 178499122, compound

Product 1

HCID 67106526HCID 67106526, compoundYield 24.5%

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 6228DimethylformamideSolvent

Procedure

1H-1,2,4-triazole-3-carboxylic acid methyl ester (1.12 g, 8.79 mmol), 1H-indol-5-ylboronic acid (1.42 g, 8.79 mmol), N,N-dimethylformamide (90 mL), copper (II) acetate (1.20 g, 6.60 mmol) and pyridine (1.40 mL, 17.3 mmol) were reacted according to the same procedure as Preparation 1 to give the title compound (519.7 mg, 2.15 mmol, 24% Yield).

Workup

  1. customaccording to the same procedure as Preparation 1

Sources & evidence

ORD record
ord-2a386170bbe04cd385fdda006dc6854c
Source dataset
uspto-grants-2014_05
Patent number
US08729273B2

Reaction notes

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