Potassium Phosphate, Tribasic → HCID 71078090, compound

HRID 1774497Notes

Reaction equation

HRID 1774497 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([S:12][C:13]2[C:21]3[C:16](=[CH:17][C:18]([Cl:22])=[CH:19][CH:20]=3)[NH:15][C:14]=2[CH3:23])[N:7]=1)=[O:5])[CH3:2].Br[C:25]1[CH:26]=[N:27][N:28]([CH2:30][CH3:31])[CH:29]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].CN(C)CCN>C1(C)C=CC=CC=1.[Cu]I>[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([S:12][C:13]2[C:21]3[C:16](=[CH:17][C:18]([Cl:22])=[CH:19][CH:20]=3)[N:15]([C:25]3[CH:26]=[N:27][N:28]([CH2:30][CH3:31])[CH:29]=3)[C:14]=2[CH3:23])[N:7]=1)=[O:5])[CH3:2]

Participants

7

Reactant 4

HCID 62657Potassium Phosphate, TribasicHCID 66053N,N-DimethylethylenediamineHCID 125652014-Bromo-1-ethyl-1H-pyrazoleHCID 71078056HCID 71078056, compound

Product 1

HCID 71078090HCID 71078090, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 1140TolueneSolvent

Conditions

Temperature
120 °C

Procedure

6-(6-Chloro-2-methyl-1H-indol-3-ylsulfanyl)-pyridine-2-carboxylic acid ethyl ester (0.0563 g, 0.16 mmol), 4-bromo-1-ethyl-1H-pyrazole (0.042 g, 0.24 mmol), tripotassium phosphate (0.067 g, 0.32 mmol), copper(I) iodide (0.006 g, 0.032 mmol) and N,N-dimethylethylenediamine (0.014 mL, 0.13 mmol) were combined in toluene (1 mL) in a sealed vial. The mixture was heated to 120° C. overnight. The crude reaction mixture was used directly in the next step.

Workup

  1. customThe crude reaction mixture

Sources & evidence

ORD record
ord-b95bdd2d2a5048f687778f0557c22516
Source dataset
uspto-grants-2016_02
Patent number
US09260416B2

Reaction notes

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