2-Pyridinecarboxaldehyde → HCID 86620117, compound

HRID 1869537Notes

Reaction equation

HRID 1869537 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.[N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH:18]=O>C(O)(C)C>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5](/[C:6](=[CH:18]/[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][N:12]=3)/[C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 142732-PyridinecarboxaldehydeHCID 7363446-Chloro-1,3-dihydroindol-2-one

Product 1

HCID 86620117HCID 86620117, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

In a manner similar to the method described in example 1, 6-chlorooxindole (4.12 g, 24.7 mmol) (Avocado) and pyridine-2-carbaldehyde (2.96 g, 24.7 mmol) (Aldrich) in isopropanol to give a mixture of E/Z-6-chloro-3-pyridi-2-ylmethene-1,3-dihydro-indol-2-one as a bright yellow solid (Yield 6.0 g, 94.6%) and used for the next step without further purification.

Workup

  1. customto give
  2. customused for the next step without further purification

Sources & evidence

ORD record
ord-35456bdd2a494ef384784c165b7ea10a
Source dataset
uspto-grants-2009_12
Patent number
US07638548B2

Reaction notes

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