Potassium Carbonate → Ethyl 7-[(2-aminoethyl)(methyl)amino]heptanoate

HRID 1356454Notes

Reaction equation

HRID 1356454 reaction equation
[CH3:1][N:2]([CH2:14][CH2:15][NH:16]C(=O)C(F)(F)F)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[NH2:16][CH2:15][CH2:14][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 18508347Ethyl 7-[methyl-[2-[(2,2,2-trifluoroacetyl)amino]ethyl]amino]heptanoate

Product 1

HCID 18508360Ethyl 7-[(2-aminoethyl)(methyl)amino]heptanoateYield 86.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 7-[methyl-[2-[(2,2,2-trifluoroacetyl)amino]ethyl]amino]heptanoate (4.89 g) in ethanol (80 ml) in an ice bath was added 10% aqueous potassium carbonate (30 ml) and stirring was continued for 20 hr. The reaction mixture was concentrated and the residue was dissolved in ethyl acetate. The insoluble material was removed by filtration and the filtrate was concentrated to obtain the titled compound (3 g)

Workup

  1. concentrationThe reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. customThe insoluble material was removed by filtration
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-24b867b8648744bb9659eaa0bd78a8fe
Source dataset
uspto-grants-2003_07
Patent number
US06586475B1

Reaction notes

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