Dicyclohexylcarbodiimide → HCID 44250365, compound

HRID 2189480Notes

Reaction equation

HRID 2189480 reaction equation
[O:1]([C:8]1[N:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:17]([C:24](O)=[O:25])=[CH:16]1.C1CCC(N=C=NC2CCCCC2)CC1>CN(C=O)C>[O:1]([C:8]1[N:13]=[CH:12][C:11]([NH:14][C:24]([C:17]2[C:18]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[NH:15][CH:16]=2)=[O:25])=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 69867Indole-3-Carboxylic AcidHCID 2128566-Phenoxy-3-pyridinamine

Product 1

HCID 44250365HCID 44250365, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

The 6-phenoxypyridine-3-amine (200 mg, 1.07 mmol) and indole-3-carboxylic acid (200 mg, 1.07 mmol) were dissolved in DMF (5 ml), DCC (200 mg, 1.07 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 (60 mg, 17%) by chromatography (methanol:dichloromethane=1:30).

Workup

  1. washthe product was washed
  2. filtrationfiltered

Sources & evidence

ORD record
ord-9295f4f3350a41adb2e66094db704483
Source dataset
uspto-grants-2012_12
Patent number
US08324246B2

Reaction notes

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