Ethanol → HCID 69743303, compound

HRID 983090Notes

Reaction equation

HRID 983090 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:9]=2[CH2:10][C:11](=[O:17])[NH:12]3)=[CH:4][CH:3]=1.N1(CCN[C:26]([C:28]2[C:32]([CH3:33])=[C:31]([CH:34]=O)[NH:30][C:29]=2[CH3:36])=[O:27])C=CN=N1.C([OH:39])C>N1CCCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:9]=2[C:10](=[CH:34][C:31]2[NH:30][C:29]([CH3:36])=[C:28]([C:26]([OH:27])=[O:39])[C:32]=2[CH3:33])[C:11](=[O:17])[NH:12]3)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 207617305-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-[1,2,3)triazol-1-yl-ethyl)amideHCID 225619894-(4-Chlorophenyl)-1,3-dihydro-indol-2-one

Product 1

HCID 69743303HCID 69743303, compound

Reagents, catalysts & solvents 1

HCID 8082PiperidineCatalyst

Procedure

To a solution of 4-(4-chloro-phenyl)-1,3-dihydro-indol-2-one (60.9 mg, 0.25 mmol) and 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-[1,2,3]triazol-1-yl-ethyl)-amide (67.9 mg, 0.26 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 5-[4-(4-chloro phenyl)-2-oxo-1,2 dihydro-indol-3-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-[1,2,3 triazol-1-yl-ethyl)-amide as a yellow solid (43.4 mg, 36%).

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-c0f3c268a1114240bd93d4864e667648
Source dataset
uspto-grants-2005_03
Patent number
US06861418B2

Reaction notes

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