N-Methylbutylamine → HCID 68696608, compound

HRID 2236943Notes

Reaction equation

HRID 2236943 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.[CH3:39][NH:40][CH2:41][CH2:42][CH2:43][CH3:44]>C1(C)C=CC=CC=1>[CH2:41]([N:40]([CH3:39])[CH2:11][CH2:10][N:9]([CH3:8])[C:23]1[CH:24]=[CH:25][C:26]([N+:29]([O-:31])=[O:30])=[CH:27][CH:28]=1)[CH2:42][CH2:43][CH3:44]

Participants

5

Reactant 3

HCID 8068N-MethylbutylamineHCID 8471TriethylamineHCID 131728118HCID 131728118, compound

Product 1

HCID 68696608HCID 68696608, 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 N-methylbutylamine (75 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 N-butyl-N,N′-dimethyl-N′-(4-nitro-phenyl)-ethane-1,2-diamine as a di-TFA salt (71 mg, 68%).

Workup

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

Sources & evidence

ORD record
ord-ca255b6d9f014a85bed76d27d02e0795
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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