1-(Trimethylsilyl)prop-1-yne → HCID 66597967, compound

HRID 1189246Notes

Reaction equation

HRID 1189246 reaction equation
[CH3:1][Si:2]([CH3:7])([CH3:6])[C:3]#[C:4][CH3:5].Cl[CH2:9][C:10]1[N:14]([CH3:15])[C:13]2[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=2[N:11]=1>>[CH3:15][N:14]1[C:13]2[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=2[N:11]=[C:10]1[CH2:9][CH2:5][C:4]#[C:3][Si:2]([CH3:7])([CH3:6])[CH3:1]

Participants

3

Reactant 2

HCID 803631-(Trimethylsilyl)prop-1-yneHCID 2480442-(Chloromethyl)-1-methylbenzimidazole

Product 1

HCID 66597967HCID 66597967, compoundYield 59%

Procedure

The title compound was prepared in accordance with the general method of Example 67(D), from trimethyl(prop-1-ynyl)silane (283 mg, 2.52 mmol) and 2-(chloromethyl)-1-methyl-1H-benzo[d]imidazole (380 mg, 2.10 mmol). The crude product was purified over prepacked 25 g silicagel column (DCM/MeOH from 100/0 to 98/2 as eluent) to afford 317 mg of 1-methyl-2-(4-(trimethylsilyl)but-3-ynyl)-1H-benzo[d]imidazole (Yield: 59%) as red solid.

Workup

  1. customThe crude product was purified over prepacked 25 g silicagel column (DCM/MeOH from 100/0 to 98/2 as eluent)

Sources & evidence

ORD record
ord-6e72233f59894c3f922cf90354c2ec20
Source dataset
uspto-grants-2014_03
Patent number
US08674106B2

Reaction notes

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