Triethylamine → HCID 68694790, compound

HRID 2236719Notes

Reaction equation

HRID 2236719 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.[CH2:32]([N:34](CC)[CH2:35][CH3:36])[CH3:33].N1CCCC1>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:34]1[CH2:35][CH2:36][CH2:33][CH2:32]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 131728118HCID 131728118, compound

Product 1

HCID 68694790HCID 68694790, 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 pyrrolidine (53 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-pyrrolidin-1-yl-ethyl)-amine as a di-TFA salt (85 mg).

Workup

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

Sources & evidence

ORD record
ord-0306e7459b3241969bd3b838f43c76ea
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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