Ethanol → HCID 69741009, compound

HRID 983102Notes

Reaction equation

HRID 983102 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:17]=[CH:16][CH:15]=[C:14]3[C:10]=2[CH2:11][C:12](=[O:18])[NH:13]3)=[CH:5][CH:4]=1.N1(CCN[C:27]([C:29]2[CH:33]=[C:32]([CH3:34])[NH:31][C:30]=2[CH:35]=O)=[O:28])C=CN=N1.C([OH:39])C>N1CCCCC1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:17]=[CH:16][CH:15]=[C:14]3[C:10]=2[C:11](=[CH:35][C:30]2[NH:31][C:32]([CH3:34])=[CH:33][C:29]=2[C:27]([OH:28])=[O:39])[C:12](=[O:18])[NH:13]3)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 207616192-formyl-5-methyl-1H-pyrrole-3 carboxylic acid (2-[1,2,3]triazol-1-yl-ethyl)-amideHCID 225619014-(4-Methoxy-phenyl)-1,3-dihydro-indol-2-one

Product 1

HCID 69741009HCID 69741009, compound

Reagents, catalysts & solvents 1

HCID 8082PiperidineCatalyst

Procedure

To a solution of 4-(4-methoxy-phenyl)-1,3-dihydro-indol-2-one (59.8 mg, 0.25 mmol) and 2-Formyl-5-methyl-1H-pyrrole-3-carboxylic acid (2-[1,2,3]triazol-1-yl-ethyl)amide (64.8 mg, 0.25 mmol) in ethanol (2 mL) was added piperidine (3 drops). The reaction mixture was stirred at room temperature for three days. A yellow solid product was precipitated out, filtered, washed by ethanol for three times, and dried under high vacuum to provide pure product 2-[4-(4-Methoxy-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-5-methyl-1H-pyrrole-3-carboxylic acid (2-[1,2,3-triazol-1-yl-ethyl)-amide as a yellow solid (61 mg, 52%).

Workup

  1. customA yellow solid product was precipitated out
  2. filtrationfiltered
  3. washwashed by ethanol for three times
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-1a1c34c3e9bb491bb124c63d34892531
Source dataset
uspto-grants-2005_03
Patent number
US06861418B2

Reaction notes

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