HCID 86759508, compound → 4-[3-Aminobenzoyl]-1-methylpiperidine

HRID 1836354Notes

Reaction equation

HRID 1836354 reaction equation
C[N-:2][C:3]1[CH:4]=[C:5]([CH:15]=[CH:16][CH:17]=1)[C:6]([CH:8]1[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]1)=[O:7]>Cl>[NH2:2][C:3]1[CH:4]=[C:5]([CH:15]=[CH:16][CH:17]=1)[C:6]([CH:8]1[CH2:9][CH2:10][N:11]([CH3:14])[CH2:12][CH2:13]1)=[O:7]

Participants

3

Reactant 1

HCID 86759508HCID 86759508, compound

Product 1

HCID 101306514-[3-Aminobenzoyl]-1-methylpiperidineYield 76%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 4-[3-(methylamidyl)benzoyl]-1-methylpiperidine (5.68 g, 21.8 mmol) in 6N hydrochloric acid (140 ml) was heated to reflux for 1.75 hours. The solvent was removed under reduced pressure. The residue was dissolved in water (25 ml) and basified with concentrated ammonium hydroxide. The resulting precipitate and solution were chilled for 1 h, filtered, and dried under vacuum at room temperature for 16 h to give 3.6 g of a tan powder (76%).

Workup

  1. temperatureto reflux for 1.75 hours
  2. customThe solvent was removed under reduced pressure
  3. dissolutionThe residue was dissolved in water (25 ml)
  4. temperatureThe resulting precipitate and solution were chilled for 1 h
  5. filtrationfiltered
  6. customdried under vacuum at room temperature for 16 h

Sources & evidence

ORD record
ord-2d83e5f3b1dc4f68aab1fb72968a82cd
Source dataset
uspto-grants-2004_08
Patent number
US06777428B1

Reaction notes

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