Methanol → 1-Benzyl-4-(2-amino-4-fluorophenylamino)-piperidine

HRID 1371504Notes

Reaction equation

HRID 1371504 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=2[N+:22]([O-])=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO>C1COCC1.[Pt]>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=2[NH2:22])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 212627651-Benzyl-4-(4-fluoro-2-nitrophenylamino)-piperidine

Product 1

HCID 211930651-Benzyl-4-(2-amino-4-fluorophenylamino)-piperidineYield 99.1%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

10.1 g 1-Benzyl-4-(4-fluoro-2-nitro-phenylamino)-piperidine were dissolved in 75 ml THF and 75 ml methanol and hydrogenated with 1.5 g Pt/C (10%). The catalyst was filtered, and the filtrate was evaporated to yield 9.1 g of the target compound as an oil.

Workup

  1. filtrationThe catalyst was filtered
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-75336fe606ce4ac4a808dac1ce0bf69d
Source dataset
uspto-grants-2007_01
Patent number
US07157471B2

Reaction notes

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