Sodium Hydroxide → HCID 14373663, compound

HRID 2165042Notes

Reaction equation

HRID 2165042 reaction equation
[CH:1]([N:4]([CH2:17][CH2:18][NH:19][CH3:20])[CH2:5][CH2:6][NH:7][C:8](=[O:16])[CH2:9][N:10]1[CH2:14][CH2:13][CH2:12][C:11]1=[O:15])([CH3:3])[CH3:2].[CH3:21][Si:22]([CH2:25]Cl)([CH3:24])[CH3:23].[OH-].[Na+]>CO>[CH:1]([N:4]([CH2:17][CH2:18][N:19]([CH3:20])[CH2:25][Si:22]([CH3:23])([CH3:24])[CH3:21])[CH2:5][CH2:6][NH:7][C:8](=[O:16])[CH2:9][N:10]1[CH2:14][CH2:13][CH2:12][C:11]1=[O:15])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 75361Silane, (chloromethyl)trimethyl-HCID 54032055HCID 54032055, compound

Product 1

HCID 14373663HCID 14373663, compoundYield 28.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 8.71 g (30.7 mmol) of N-[2-[(isopropyl)[2-(methylamino)ethyl]amino]ethyl]-2-oxo-1-pyrrolidineacetamide and 3.76 g (30.7 mmol) of trimethylsilylmethyl chloride was stirred at 80°-90° C. for 30 hours. The reaction mixture was neutralized with methanol solution of NaOH and concentrated in vacuo. The residue was chromatographed on alumina column and distilled in vacuo to afford 3.20 g (Yield: 28.1%) of the desired compound.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was chromatographed on alumina column
  3. distillationdistilled in vacuo

Sources & evidence

ORD record
ord-80f7e611240243429ff6a50d2b2920ae
Source dataset
uspto-grants-1990_07
Patent number
US04939126

Reaction notes

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