HCID 18945309, compound → HCID 18945450, compound

HRID 399792Notes

Reaction equation

HRID 399792 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([N+:21]([O-])=O)[C:14]=1[N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)[C:8]([O:10][CH3:11])=[O:9])(=[O:4])=[O:3]>CO.O1CCCC1.[C].[Pd]>[NH2:21][C:13]1[C:14]([N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[C:5]([S:2]([CH3:1])(=[O:4])=[O:3])[CH:6]=[C:7]([CH:12]=1)[C:8]([O:10][CH3:11])=[O:9]

Participants

5

Reactant 1

HCID 18945309HCID 18945309, compound

Product 1

HCID 18945450HCID 18945450, compoundYield 95.5%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

10% Palladium-carbon (1.5 g) was added to a mixture of methyl 3-methylsulfonyl-5-nitro-4-piperidinobenzoate (5.6 g) in a mixture of methanol (50 ml) and tetrahydrofuran (50 ml) and the mixture was subjected to catalytic reduction at ambient temperature under atmospheric pressure. The catalyst was removed by filtration and the filtrate was evaporated in vacuo. The residue was triturated with a mixture of diisopropyl ether and n-hexane to give methyl 5-amino-3-methylsulfonyl-4-piperidinobenzoate (4.88 g).

Workup

  1. customwas subjected to catalytic reduction at ambient temperature under atmospheric pressure
  2. customThe catalyst was removed by filtration
  3. customthe filtrate was evaporated in vacuo
  4. customThe residue was triturated with a mixture of diisopropyl ether and n-hexane

Sources & evidence

ORD record
ord-75d781d7a424420eb69443b877dd0c5a
Source dataset
uspto-grants-1998_10
Patent number
US05824691

Reaction notes

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