Imidazole → HCID 53980818, compound

HRID 2399899Notes

Reaction equation

HRID 2399899 reaction equation
Br[CH2:2][C:3]#[C:4][CH2:5][N:6]1[CH2:10][CH2:9][C@H:8]([O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13])[C:7]1=[O:19].[NH:20]1[CH:24]=[CH:23][N:22]=[CH:21]1>O1CCCC1>[CH3:16][C:15]([Si:12]([CH3:14])([CH3:13])[O:11][C@H:8]1[CH2:9][CH2:10][N:6]([CH2:5][C:4]#[C:3][CH2:2][N:20]2[CH:24]=[CH:23][N:22]=[CH:21]2)[C:7]1=[O:19])([CH3:18])[CH3:17]

Participants

4

Reactant 2

HCID 795ImidazoleHCID 54240231(S)-1-(4-Bromo-2-butynyl)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-pyrrolidinone

Product 1

HCID 53980818HCID 53980818, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2.0 g of (S)-1-(4-bromo-2-butynyl)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-pyrrolidinone, 1-3 g of imidazole and 50 ml of tetrahydrofuran is stirred at room temperature for 72 hours. The solution is concentrated in vacuo. The residue is purified by chromatography (alumina, activity grade 2.5, 2% methyl alcohol/methylene chloride) to give 1.6 g of the desired product as a colorless oil.

Workup

  1. concentrationThe solution is concentrated in vacuo
  2. customThe residue is purified by chromatography (alumina, activity grade 2.5, 2% methyl alcohol/methylene chloride)

Sources & evidence

ORD record
ord-7e60661aab1f4353b65816648bb5b0b4
Source dataset
uspto-grants-1995_09
Patent number
US05451685

Reaction notes

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