2-Pyridinemethanamine → 3-Chloro-4-phenyl-1-[(pyridin-2-yl)methyl]-1H-pyrrole-2,5-dione

HRID 2113743Notes

Reaction equation

HRID 2113743 reaction equation
[Cl:1][C:2]1[C:3](=[O:14])O[C:5](=[O:13])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[NH2:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1>C(O)(=O)C>[Cl:1][C:2]1[C:3](=[O:14])[N:15]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[C:5](=[O:13])[C:6]=1[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 195092-PyridinemethanamineHCID 234471953-Chloro-4-phenylfuran-2,5-dione

Product 1

HCID 691486943-Chloro-4-phenyl-1-[(pyridin-2-yl)methyl]-1H-pyrrole-2,5-dione

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 3-chloro-4-phenylfuran-2,5-dione (0.20 mmol, 42 mg) and 2-aminomethyl-pyridine (0.20 mmol, 22 mg) in glacial acetic acid (1 mL) was heated in a microwave reactor at 120° C. for two min. After cooling, the solvent was evaporated at reduced pressure. The crude product was used without purification.

Workup

  1. temperatureAfter cooling
  2. customthe solvent was evaporated at reduced pressure
  3. customThe crude product was used without purification

Sources & evidence

ORD record
ord-694fa010af2740cab85e11a4c44ff026
Source dataset
uspto-grants-2008_10
Patent number
US07432288B2

Reaction notes

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