Benzaldehyde → HCID 67742168, compound

HRID 375410Notes

Reaction equation

HRID 375410 reaction equation
[Cl:1][C:2]1[CH:34]=[CH:33][C:5]([C:6]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=3)[C:10]([CH2:19][C:20]3[NH:21][N:22]([CH:26]4[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]4)[C:23](=[O:25])[CH:24]=3)=[C:9]2[CH3:32])=[O:7])=[CH:4][CH:3]=1.[CH:35](=O)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>N1C=CC=CC=1.N1CCCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=3)[C:10]([CH2:19][C:20]3[C:24](=[CH:35][C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[C:23](=[O:25])[N:22]([CH:26]4[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]4)[N:21]=3)=[C:9]2[CH3:32])=[O:7])=[CH:33][CH:34]=1

Participants

5

Reactant 2

HCID 240BenzaldehydeHCID 18995258HCID 18995258, compound

Product 1

HCID 67742168HCID 67742168, compound

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 1049PyridineSolvent

Procedure

Pyrazolone from Example 9 (150 mg, 0.31 mmol) was diluted in 5 mL of pyridine in the presence of 2 drops of piperidine and benzaldehyde (32 μL, 0.31 mmol). The reaction mixture was stirred at room temperature for 5 hours. The solvents are evaporated under reduced pressure and the crude material is purified by column chromatography over silica gel eluting with ethyl acetate/hexanes 1:3. The desired material is isolated as a clear oil.

Workup

  1. customThe solvents are evaporated under reduced pressure
  2. customthe crude material is purified by column chromatography over silica gel eluting with ethyl acetate/hexanes 1:3

Sources & evidence

ORD record
ord-9ad741a5c62645d1b2bc2ff9c66532aa
Source dataset
uspto-grants-1996_01
Patent number
US05484940

Reaction notes

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