HCID 69353998, compound → HCID 69356056, compound

HRID 1836416Notes

Reaction equation

HRID 1836416 reaction equation
[ClH:1].[N+:2]([C:5]1[CH:6]=[C:7]([CH:16]=[CH:17][CH:18]=1)[C:8]([CH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1)=[O:9])([O-])=O>CO.[Pd]>[ClH:1].[NH2:2][C:5]1[CH:6]=[C:7]([CH:16]=[CH:17][CH:18]=1)[C:8]([CH:10]1[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]1)=[O:9]

Participants

4

Reactant 1

HCID 69353998HCID 69353998, compound

Product 1

HCID 69356056HCID 69356056, compoundYield 100.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A Parr bottle of 220 mL thermostated at 28-29° C. was charged with a suspension of Pd/C 10% (18.2 mg) in methanol (20 mL) followed by 4-(3-nitrobenzoyl)piperidine HCl (1 g 3.69 mmol). The reactor was placed under hydrogen atmosphere(40 PSI). The hydrogenation was complete within 1 hour. The catalyst was removed by filtration and rinsed with methanol (2×5 mL). The filtrate was rota-evaporated and the solid dried under vacuum at 50° C. for 8 hours to give 890 mg (100%) of crude 4-(3-aminobenzoyl)piperidine HCl.

Workup

  1. customThe catalyst was removed by filtration
  2. washrinsed with methanol (2×5 mL)
  3. customThe filtrate was rota-evaporated
  4. customthe solid dried under vacuum at 50° C. for 8 hours

Sources & evidence

ORD record
ord-734317f82c9c46e58ffe5de57018d834
Source dataset
uspto-grants-2004_08
Patent number
US06777428B1

Reaction notes

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