3-Aminopyridine → HCID 43399328, compound

HRID 2189481Notes

Reaction equation

HRID 2189481 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.[NH:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17](O)=[O:18])=[CH:9]1.C1CCC(N=C=NC2CCCCC2)CC1>CN(C=O)C>[N:4]1[CH:5]=[CH:6][CH:7]=[C:2]([NH:1][C:17]([C:10]2[C:11]3[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=3)[NH:8][CH:9]=2)=[O:18])[CH:3]=1

Participants

5

Reactant 3

HCID 100093-AminopyridineHCID 10868DicyclohexylcarbodiimideHCID 69867Indole-3-Carboxylic Acid

Product 1

HCID 43399328HCID 43399328, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

3-aminopyridine (290 mg, 3.1 mmol) and indole-3-carboxylic acid (500 mg, 3.1 mmol) was dissolved in DMF (20 ml), DCC (579 mg, 3.1 mmol) was added to the solution, and then the mixture was stirred at 60° C. for 8 hours. After the reaction was completed, the product was washed and filtered to yield a target compound as a white solid (300 mg, 42%) by chromatography (methanol:dichloromethane=1:20).

Workup

  1. washthe product was washed
  2. filtrationfiltered

Sources & evidence

ORD record
ord-058bcaf89a3541c0ba61922643efdeab
Source dataset
uspto-grants-2012_12
Patent number
US08324246B2

Reaction notes

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