Trifluoroacetic acid → HCID 67191568, compound

HRID 515355Notes

Reaction equation

HRID 515355 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]([CH3:25])[CH:12]1[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]1.FC(F)(F)C(O)=O>ClCCl>[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]([CH3:25])[CH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 26985630HCID 26985630, compound

Product 1

HCID 67191568HCID 67191568, compoundYield 83.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 4-((2-fluoro-4-nitrophenyl)(methyl)amino)piperidine-1-carboxylate (2.83 mmol, 1 g) was dissolved in dichloromethane (10 mL). Trifluoroacetic acid (3 mL) was added and the reaction mixture stirred at room temperature for 30 minutes. The reaction mixture was concentrated under vacuum and purified by SCX chromatography to afford the intermediate N-(2-fluoro-4-nitrophenyl)-N-methylpiperidin-4-amine (600 mg).

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. custompurified by SCX chromatography

Sources & evidence

ORD record
ord-d10bd6e40b7b4324ad65909b9633a530
Source dataset
uspto-grants-2015_08
Patent number
US09108939B2

Reaction notes

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