Dicyclohexylcarbodiimide → HCID 44250433, compound

HRID 2189482Notes

Reaction equation

HRID 2189482 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:8]=[C:9](N)[CH:10]=[CH:11][CH:12]=2)[CH:2]=1.[NH:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([C:23]([OH:25])=O)=[CH:15]1.C1CCC([N:32]=C=NC2CCCCC2)CC1>CN(C=O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:8]=[CH:9][C:10]([NH:32][C:23]([C:16]3[C:17]4[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=4)[NH:14][CH:15]=3)=[O:25])=[CH:11][CH:12]=2)[CH:2]=1

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 69867Indole-3-Carboxylic AcidHCID 4595213-(Pyridin-3-yl)aniline

Product 1

HCID 44250433HCID 44250433, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

The crude 3-pyridine-3-yl-phenylamine (60 mg, 0.35 mmol) and indole-3-carboxylic acid (57 mg, 0.35 mmol) were dissolved in DMF (3 ml), DCC (73 mg, 0.35 mmol) was added to the solution, and then the mixture was stirred at 80° C. for 8 hours. After the reaction was completed, the product was washed and filtered to yield a target compound as a white solid (60 mg, 55%) by chromatography (methanol:dichloromethane=1:20).

Workup

  1. washthe product was washed
  2. filtrationfiltered

Sources & evidence

ORD record
ord-4c58df97a81f4524a4d10d510a333e06
Source dataset
uspto-grants-2012_12
Patent number
US08324246B2

Reaction notes

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