Acetate → HCID 67107036, compound

HRID 1026609Notes

Reaction equation

HRID 1026609 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][NH:9][CH:10]=1)=[O:5])[CH3:2].[NH:11]1[C:19]2[C:14](=[CH:15][C:16](B(O)O)=[CH:17][CH:18]=2)[CH:13]=[CH:12]1.C([O-])(=O)C.N1C=CC=CC=1>CN(C)C=O>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([C:16]2[CH:15]=[C:14]3[C:19](=[CH:18][CH:17]=2)[NH:11][CH:12]=[CH:13]3)[CH:10]=1)=[O:5])[CH3:2]

Participants

6

Reactant 4

HCID 175AcetateHCID 1049PyridineHCID 142179ethyl 1H-pyrazole-4-carboxylateHCID 27343615-Indolylboronic acid

Product 1

HCID 67107036HCID 67107036, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1H-pyrazole-4-carboxylic acid ethyl ester (1.00 g, 7.14 mmol) and 1H-indol-5-ylboronic acid (1.15 g, 7.14 mmol) were dissolved in N,N-dimethylformamide (70 mL). Cupper (II) acetate (0.972 g, 5.35 mmol) and pyridine (1.2 mL, 14.8 mmol) were added, and the mixture was stirred for 3 days at room temperature. The solvent was distilled off under reduced pressure and the residue was purified by column chromatography to give the title compound (1.40 g, 5.47 mmol, 77% Yield).

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-7abdd68e5cb2415ab2668266ccd488cd
Source dataset
uspto-grants-2014_05
Patent number
US08729273B2

Reaction notes

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