Piperidine → HCID 68697957, compound

HRID 2236942Notes

Reaction equation

HRID 2236942 reaction equation
OC(C(F)(F)F)=O.[CH3:8][N:9]([C:23]1[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=1)[CH2:10][CH2:11]OS(C1C=CC(C)=CC=1)(=O)=O.C(N(CC)CC)C.[NH:39]1[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40]1>C1(C)C=CC=CC=1>[CH3:8][N:9]([C:23]1[CH:24]=[CH:25][C:26]([N+:29]([O-:31])=[O:30])=[CH:27][CH:28]=1)[CH2:10][CH2:11][N:39]1[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 8471TriethylamineHCID 131728118HCID 131728118, compound

Product 1

HCID 68697957HCID 68697957, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of toluene-4-sulfonic acid 2-[methyl-(4-nitro-phenyl)-amino]-ethyl ester TFA salt (74 mg, 0.21 mmol) in toluene (1 mL) is added triethylamine (50 μL) and piperidine (62 μL, 0.63 mmol). The mixture is shaken in 70° C. block shaker overnight. The reaction mixture is concentrated and purified by reverse phase high performance liquid chromatography to give methyl-(4-nitro-phenyl)-(2-piperidin-1-yl-ethyl)-amine as a di-TFA salt (74 mg).

Workup

  1. concentrationThe reaction mixture is concentrated
  2. custompurified by reverse phase high performance liquid chromatography

Sources & evidence

ORD record
ord-18579ca30e8b4838993e589be1f7addb
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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