Piperidine → HCID 18406554, compound

HRID 1016298Notes

Reaction equation

HRID 1016298 reaction equation
C([N:4]1[C:17]2[C:12]3=[C:13]([C:18](=[O:28])[C:19]([CH2:21][C:22]4[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=4)=[CH:20][N:11]3[C:10]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]1=3)[CH:14]=[CH:15][CH:16]=2)(=O)C.N1CCCCC1>C(O)C>[N:24]1[CH:25]=[CH:26][CH:27]=[C:22]([CH2:21][C:19]2[C:18](=[O:28])[C:13]3[CH:14]=[CH:15][CH:16]=[C:17]4[C:12]=3[N:11]([CH:20]=2)[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[NH:4]4)[CH:23]=1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 12021087HCID 12021087, compound

Product 1

HCID 18406554HCID 18406554, compoundYield 26%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The compound (500 mg) obtained in Example 9 was suspended in ethanol (20 mL) and to the suspension was added piperidine (2 mL). The mixture was heated under reflux for 30 hours under an argon atmosphere and allowed to cool. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate =1:1) to obtain the title compound (115 mg; 26%)

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 30 hours under an argon atmosphere
  3. temperatureto cool
  4. customThe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate =1:1)

Sources & evidence

ORD record
ord-a3391de7a61944e38464fd0ecd08d9c3
Source dataset
uspto-grants-2002_11
Patent number
US06476021B1

Reaction notes

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