Silane, (chloromethyl)trimethyl- → HCID 23178709, compound

HRID 2165041Notes

Reaction equation

HRID 2165041 reaction equation
[CH:1]([NH:4][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].[CH3:17][Si:18]([CH2:21]Cl)([CH3:20])[CH3:19]>C(N(CC)CC)C>[CH:1]([N:4]([CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[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]

Participants

4

Reactant 2

HCID 75361Silane, (chloromethyl)trimethyl-HCID 23043511HCID 23043511, compound

Product 1

HCID 23178709HCID 23178709, compoundYield 51.3%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 5.00 g (22.0 mmol) of N-[2-(isopropylamino)ethyl]-2-oxo-pyrrolidineacetamide, 8.10 g (66.0 mmol) of trimethylsilylmethyl chloride, 30 ml of triethylamine and 50 ml of N,N-dimethylformaide was stirred at 150° C. for 24 hours in a shield tube. After cooled, the reaction mixture was concentrated in vacuo and chromatographed the residue on alumina column to afford 3.5 g (Yield: 51.3%) of the desired compound as colorless oil.

Workup

  1. temperatureAfter cooled
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. customchromatographed the residue on alumina column

Sources & evidence

ORD record
ord-57c5566e34bb4892b07716c1fb2c231f
Source dataset
uspto-grants-1990_07
Patent number
US04939126

Reaction notes

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