N,N-Dimethylglycine → HCID 18521584, compound

HRID 413716Notes

Reaction equation

HRID 413716 reaction equation
Cl.CN(C)CCCN=C=NCC.[CH3:13][N:14]([CH3:19])[CH2:15][C:16](O)=[O:17].[NH:20]1[CH2:25][CH2:24][CH:23]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH2:22][CH2:21]1.C(N(CC)CC)C>ClCCl.O.OC1C2N=NNC=2C=CC=1>[CH3:13][N:14]([CH2:15][C:16]([N:20]1[CH2:25][CH2:24][CH:23]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH2:22][CH2:21]1)=[O:17])[CH3:19]

Participants

7

Reactant 4

HCID 673N,N-DimethylglycineHCID 8471TriethylamineHCID 70770Ethyl 4-piperidinecarboxylateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Product 1

HCID 18521584HCID 18521584, compound

Reagents, catalysts & solvents 2

HCID 178526939HCID 178526939, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

4.6 g of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride are added, at 20° C., under an argon atmosphere, to a solution of 2.3 g of N,N-dimethylglycine, 3.2 cm3 of ethyl 4-piperidinecarboxylate, 3.4 cm3 of triethylamine and 0.27 g of hydroxybenzotriazol hydrate in 100 cm3 of dichloromethane. After stirring for 18 hours, the reaction mixture is washed with twice 100 cm3 of distilled water. The organic phase is dried over magnesium sulfate, filtered and then concentrated to dryness under reduced pressure (2.7 kPa). 4.6 g of ethyl 1-(dimethylaminoacetyl)piperidine-4-carboxylate are obtained in the form of a yellow oil.

Workup

  1. washthe reaction mixture is washed with twice 100 cm3 of distilled water
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-3bdc28fbf34d4ff9999115ea85d32763
Source dataset
uspto-grants-2003_05
Patent number
US06569854B1

Reaction notes

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