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Piperidine → HCID 15262444, compound

HRID 916729
Notes
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Reaction equation

HRID 916729 reaction equation
[C:1]1([N:7]=[C:8]=[N:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH:16]=[CH:17][C:18]([O:20][CH3:21])=[O:19])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>C1C=CC=CC=1>[CH3:21][O:20][C:18]([CH2:17][CH:16]1[C:11]2[C:10](=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:9]=[C:8]([N:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)[N:7]1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[O:19]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 8082PiperidineHCID 73080445HCID 73080445, compound

Product 1

HCID 15262444HCID 15262444, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The compound (4) (0.605 g, 2.17 mmol) was dissolved in 20 ml of benzene and piperidine (0.222 g, 2.60 mmol) was gently dropped thereto at a room temperature. The reaction mixture was stirred for 2 hours. After 2 hours, the reaction mixture was washed with water and brine. An organic layer was dried with anhydrous magnesium sulfate and the solvent was removed under reduced pressure. The reaction mixture was subjected to column chromatography (CH2Cl2:MeOH=10:1) to purify the title compound (6) in the form of a white crystal (0.632 g, 80%) (mp 109° C.).

Workup

  1. customat a room temperature
  2. waitAfter 2 hours
  3. washthe reaction mixture was washed with water and brine
  4. dry with materialAn organic layer was dried with anhydrous magnesium sulfate
  5. customthe solvent was removed under reduced pressure
  6. customto purify the title compound (6) in the form of a white crystal (0.632 g, 80%) (mp 109° C.)

Sources & evidence

ORD record
ord-829eff18c7584ec5b2748ff0861ab071
Source dataset
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07271260B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes